Category: 608534-44-7

Xu, Ningxin published the artcileCopper-Catalyzed Stereospecific Transformations of Alkylboronic Esters, Recommanded Product: 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Journal of the American Chemical Society (2022), 144(26), 11546-11552, database is CAplus and MEDLINE.

Cu-catalyzed stereospecific cross-couplings of boronic esters are reported. Boron “ate” complexes derived from pinacol boronic esters and tert-Bu Li undergo stereospecific transmetalation to Cu cyanide, followed by coupling with alkynyl bromides, allyl halides, propargylic halides, β-haloenones, hydroxylamine esters, and acyl chlorides. Through this simple transformation, com. available inexpensive compounds can be employed to convert primary and secondary alkylboronic esters to a wide array of synthetically useful compounds

Journal of the American Chemical Society published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C14H12O2, Recommanded Product: 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Lee, Yunmi published the artcileEfficient boron-copper additions to aryl-substituted alkenes promoted by NHC-based catalysts. Enantioselective Cu-catalyzed hydroboration reactions, Recommanded Product: 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Journal of the American Chemical Society (2009), 131(9), 3160-3161, database is CAplus and MEDLINE.

Efficient hydroboration of alkenes by bis-pinacoldiborane(4), B₂pin₂, catalyzed by NHC-copper(I) 2-imidazolylidene and 2-imidazolidinylidene complexes gave pinacol alkylboronic esters and the corresponding alcs. after oxidative deboration. Asym. hydroboration was achieved using chiral chloro[(4S,5S)-1,3-bis(2-methylphenyl)-4,5-diphenyl-2-imidazolylidene]copper catalyst. Reactions are promoted with 0.5-5 mol % of a readily available N-heterocyclic carbene (NHC) complex; the presence of MeOH promotes in situ protonation of the C-Cu bond and leads to efficient catalyst turnover, constituting a net Cu-catalyzed hydroboration process. Reactions proceed in >98:<2 site selectivity and furnish secondary organoborane isomers that complement those obtained through reactions of boron-hydride reagents or by Rh- or Ir-catalyzed hydroborations (benzylic secondary C-B bonds). Initial observations regarding processes catalyzed by chiral NHC complexes, delivering products in up to 99:1 enantiomeric ratio, are disclosed.

Journal of the American Chemical Society published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C15H21BO2, Recommanded Product: 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wu, Jingjing published the artcilePhotoinduced Deaminative Borylation of Alkylamines, Application In Synthesis of 608534-44-7, the publication is Journal of the American Chemical Society (2018), 140(34), 10700-10704, database is CAplus and MEDLINE.

An operationally simple deaminative borylation reaction of primary alkylamines was developed. The formation of electron-donor-acceptor complexes between N-alkylpyridinium salts and bis(catecholato)diboron enables photoinduced single-electron transfer and fragmentation to C-centered radicals, which are subsequently borylated. The mild conditions allow a diverse range of readily available alkylamines to be efficiently converted into synthetically valuable alkylboronic esters under catalyst-free conditions.

Journal of the American Chemical Society published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C14H14, Application In Synthesis of 608534-44-7.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zhong, Mingbing published the artcileCopper-Photocatalyzed Hydroboration of Alkynes and Alkenes, Category: alcohols-buliding-blocks, the publication is Angewandte Chemie, International Edition (2021), 60(26), 14498-14503, database is CAplus and MEDLINE.

The photocatalytic hydroboration of alkenes and alkynes is reported. The use of newly-designed copper photocatalysts with B₂Pin₂ permits the formation a boryl radical, which is used for hydroboration of a large panel of alkenes and alkynes. The hydroborated products were isolated in high yields, with excellent diastereoselectivities and a high functional group tolerance under mild conditions. The hydroboration reactions were developed under continuous flow conditions to demonstrate their synthetic utility. The reaction mechanism was studied and suggested an oxidation reaction between an in situ formed borate and the Cu-photocatalyst in its excited state for the boryl radical formation.

Angewandte Chemie, International Edition published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C15H24S, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bennett, Steven H. published the artcileDifunctionalization of C-C σ-Bonds Enabled by the Reaction of Bicyclo[1.1.0]butyl Boronate Complexes with Electrophiles: Reaction Development, Scope, and Stereochemical Origins, Category: alcohols-buliding-blocks, the publication is Journal of the American Chemical Society (2020), 142(39), 16766-16775, database is CAplus and MEDLINE.

Difunctionalization reactions of C-C σ-bonds have the potential to streamline access to mols. that would otherwise be difficult to prepare However, the development of such reactions is challenging because C-C σ-bonds are typically unreactive. Exploiting the high ring-strain energy of polycyclic carbocycles is a common strategy to weaken and facilitate the reaction of C-C σ-bonds, but there are limited examples of highly strained C-C σ-bonds being used in difunctionalization reactions. We demonstrate that highly strained bicyclo[1.1.0]butyl boronate complexes (strain energy ca. 65 kcal/mol), which were prepared by reacting boronic esters with bicyclo[1.1.0]butyl lithium, react with electrophiles to achieve the diastereoselective difunctionalization of the strained central C-C σ-bond of the bicyclo[1.1.0]butyl unit. The reaction shows broad substrate scope, with a range of different electrophiles and boronic esters being successfully employed to form a diverse set of 1,1,3-trisubstituted cyclobutanes (>50 examples) with high diastereoselectivity. The high diastereoselectivity observed has been rationalized based on a combination of exptl. data and DFT calculations, which suggests that sep. concerted and stepwise reaction mechanisms are operating, depending upon the migrating substituent and electrophile used.

Journal of the American Chemical Society published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C15H21BO2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Panferova, Liubov I. published the artcileLight-Mediated Sulfur-Boron Exchange, Category: alcohols-buliding-blocks, the publication is Organic Letters (2021), 23(10), 3919-3922, database is CAplus and MEDLINE.

Photochem. organocatalytic substitution of pyridylthio group in alkyl tetrafluoropyridinyl thioethers RS-4-C₅F₄N with bis(catecholato)diboron followed by treatment with pinacol and triethylamine affording pinacol boronic esters RBpin is described. The reaction is promoted by an organic photocatalyst, 2,4,6-tris(diphenylamino)-3,5-difluorobenzonitrile (3DPA2FBN) under irradiation with 400 nm light, and works with primary, secondary, and tertiary sulfides. The electron depleting character of the fluorinated pyridine fragment plays an important role in generating alkyl radicals.

Organic Letters published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C15H21BO2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wang, Xianjin published the artcileCatalytic Boration of Alkyl Halides with Borane without Hydrodehalogenation Enabled by Titanium Catalyst, Application of 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Angewandte Chemie, International Edition (2021), 60(22), 12298-12303, database is CAplus and MEDLINE.

An unprecedented and general Ti-catalyzed boration of alkyl (pseudo)halides (alkyl-X, X = I, Br, Cl, OMs) with borane (HBpin, HBcat) is reported. The use of Ti catalyst can successfully suppress the undesired hydrodehalogenation products that prevail using other transition-metal catalysts. Synthetically useful alkyl boronate esters are readily obtained from various (primary, secondary, and tertiary) alkyl electrophiles, including unactivated alkyl chlorides, with tolerance of other reducing functional groups such as ester, alkene, and carbamate. Preliminary studies on the mechanism revealed a possible radical reaction pathway. Further extension of the authors’ strategy to aryl bromides is also demonstrated.

Angewandte Chemie, International Edition published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C22H12F6O6S2, Application of 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chen, Xu published the artcileIron-Catalyzed, Markovnikov-Selective Hydroboration of Styrenes, Quality Control of 608534-44-7, the publication is Organic Letters (2017), 19(5), 969-971, database is CAplus and MEDLINE.

A highly Markovnikov-selective, iron-catalyzed hydroboration of styrenes is reported using available oxazolinylphenyl picolinamide as the ligand to afford the branched hydroboration products with up to >50/1 b/l. This reaction is operationally simple and could be carried out in gram scale.

Organic Letters published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C15H21BO2, Quality Control of 608534-44-7.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Barton, Lisa M. published the artcileElectrochemical borylation of carboxylic acids, HPLC of Formula: 608534-44-7, the publication is Proceedings of the National Academy of Sciences of the United States of America (2021), 118(34), e2109408118, database is CAplus and MEDLINE.

A simple electrochem. mediated method for the conversion of alkyl carboxylic acids to their borylated congeners is presented. This protocol features an undivided cell setup with inexpensive carbon-based electrodes and exhibits a broad substrate scope and scalability in both flow and batch reactors. The use of this method in challenging contexts is exemplified with a modular formal synthesis of jawsamycin, a natural product harboring five cyclopropane rings.

Proceedings of the National Academy of Sciences of the United States of America published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C15H21BO2, HPLC of Formula: 608534-44-7.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ma, Guobin published the artcileMetal catalyst-free photo-induced alkyl C-O bond borylation, Synthetic Route of 608534-44-7, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(70), 10219-10222, database is CAplus and MEDLINE.

Metal catalyst free, blue visible light-induced C-O bond borylation of unactivated tertiary alkyl Me oxalates was developed to furnish tertiary alkyl boronates. From the secondary alcs. activated with imidazolylthionyl, moderate yields of boronates were attained under standard photo-induced conditions. Preliminary mechanistic studies confirmed the involvement of a (DMF)₂-B₂cat₂ adduct that weakly absorbs light at 437 nm so as to initiate a Bcat radical. A radical-chain process is proposed wherein the alkyl radical is engaged.

Chemical Communications (Cambridge, United Kingdom) published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C15H21BO2, Synthetic Route of 608534-44-7.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts