《Alkyne Linchpin Strategy for Drug:Pharmacophore Conjugation: Experimental and Computational Realization of a Meta-Selective Inverse Sonogashira Coupling》 was written by Porey, Sandip; Zhang, Xinglong; Bhowmick, Suman; Kumar Singh, Vikas; Guin, Srimanta; Paton, Robert S.; Maiti, Debabrata. Product Details of 89466-08-0 And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:
The late-stage functionalization (LSF) of pharmaceutical and agrochem. compounds by the site-selective activation of C-H bonds provides access to diverse structural analogs and expands synthetically-accessible chem. space. We report a C-H functionalization LSF strategy that hinges on the use of an alkyne linchpin to assemble conjugates of sp2-rich marketed pharmaceuticals and agrochems. with sp3-rich 3D fragments and natural products. This is accomplished through a template-assisted inverse Sonogashira reaction that displays high levels of selectivity for the meta position. This protocol is also amenable to distal structural modifications of α-amino acids. The transformation of alkyne functionality to other functional groups further highlights the applicative potential. Computational and exptl. mechanistic studies shed light on the detailed mechanism. Turnover-limiting 1,2-migratory insertion of the bromoalkyne coupling partner occurs after relatively fast C-H activation. While this insertion occurs unselectively, regioconvergence results from one of the adducts undergoing a 1,2-trialkylsilyl migration to form the alkynylated product. A heterobimetallic Pd-Ag transition structure is essential for product formation in the β-bromide elimination step.2-Hydroxyphenylboronic acid(cas: 89466-08-0Product Details of 89466-08-0) was used in this study.
2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA) has been used to extract β-blockers (a class of aminoalcohol-containing drugs) from aqueous solution, rat, and human plasma. Product Details of 89466-08-0
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