Ma, Liang; Jin, Feng; Cheng, Xionglve; Tao, Suyan; Jiang, Gangzhong; Li, Xingxing; Yang, Jinwei; Bao, Xiaoguang; Wan, Xiaobing published the artcile< [2 + 2 + 1] Cycloaddition of N-tosylhydrazones, tert-butyl nitrite and alkenes: a general and practical access to isoxazolines>, Formula: C4H8O, the main research area is isoxazoline preparation; tosylhydrazone tert butyl nitrite alkene cycloaddition.
Herein, the first demonstrations of [2 + 2 + 1] cycloaddition reactions was reported that allow the facile synthesis of isoxazolines I [R1 = cyclopropyl, Ph, 2-naphthyl, etc.; R2 = CH2OH, COOEt, Ph, etc.], employing N-tosylhydrazones, tert-Bu nitrite (TBN) and alkenes as reactants. This process represented a new type of cycloaddition reaction with a distinct mechanism that does not involve the participation of nitrile oxides. This approach was both general and practical and exhibits a wide substrate scope, nearly universal functional group compatibility, tolerance of moisture and air, the potential for functionalization of complex bioactive mols. and is readily scaled up. Both control experiments and theor. calculations indicated that this transformation proceeds via the in situ generation of a nitronate from the coupling of N-tosylhydrazone and TBN, followed by cycloaddition with an alkene and subsequent elimination of a tert-butyloxy group to give the desired isoxazoline.
Chemical Science published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Formula: C4H8O.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts