Cited by Rh(III)-Catalyzed Aminoalkylation of Alkenes with Diazo Compounds toward Functionalized Isoindolinones

In(III)-Catalyzed 1,2-Hydrophosphorylation of 3-Alkynyl-3-hydroxyisoindolinones to 3,3-Disubstituted Isoindolinones Featuring Both Phosphoryl and Alkynyl Groups at the C3-Position DOI

Hao Xue,

Zhong Wen,

Xuemei Zhou

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 23, 2025

We report a highly regioselective 1,2-addition of P(O)-H compounds to the in situ generated β,γ-alkynyl-α-ketimine derived from 3-alkynyl-3-hydroxyisoindolinones, which provided general protocol for preparation 3,3-disubstituted isoindolinones featuring both phosphoryl and alkynyl groups at quaternary carbon center. The use only 2-5 mol % an inexpensive catalyst (In(ClO4)3·8H2O or Bi(OTf)3) allowed smooth output desired products under mild conditions (25 °C, 0.5-24 h) with broad substrate scope (35 examples) up >99% yield. obtained could be further elaborated based on alkyne moiety. initial asymmetric trial indicated that BINOL-derived CPA enable enantioselective induction 46% yield 77% ee.

Язык: Английский

Процитировано

Chiral Phosphoric Acid-Catalyzed Enantioselective Synthesis of Biphenyl-Bridged ɛ-Sultams via Friedel-Crafts Reactions of Cyclic N-Sulfonylimines with Indolizines DOI

Qian Li, Yuanyuan Xu,

Bi-Xi Feng

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(17), С. 4829 - 4835

Опубликована: Янв. 1, 2024

An asymmetric aza-Friedel–Crafts arylation of biphenyl-bridged seven-membered cyclic N -sulfonylimines with indolizines via chiral phosphoric acid is realized, affording indolizine modified ε-sultams up to 99% yield and ee.

Язык: Английский

Процитировано

Rapid Access to Triarylmethanes (TRAMs) Enabled by Direct Electrolysis of Indolizines with Carbonyls DOI

Pooja Kumari Jat,

Satpal Singh Badsara

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(17), С. 12263 - 12276

Опубликована: Авг. 15, 2024

A fast, scalable, transition metal-free, electrochemical sp2 geminal functionalization of carbonyls enabled by anodic oxidation non-prefunctionalized chromone-fused indolizines to access the triarylmethanes (TRAMs) is disclosed for first time. This momentary approach features use readily available carbonyls, implantation C(sp3) center (well-known dramatically improving biological active potency), a broad substrate scope, and excellent yields TRAMs with fluorescence properties.

Язык: Английский

Процитировано

Rh(III)-Catalyzed [3 + 3]-Coupling Cyclization of 3-Hydroxyisoindolinones with Carbenoids: Rapid Access to Spirolactam Skeletons DOI

Chengjie Wang, Huanfeng Jiang, Wei Zeng

и другие.

Organic Letters, Год журнала: 2024, Номер 26(36), С. 7728 - 7732

Опубликована: Авг. 27, 2024

A Rh(III)-catalyzed [3 + 3]-coupling cyclization of 3-hydroxy-3-phenylisoindolinone with carbenoids has been developed. The method provides an efficient approach to access polyfunctionalized-spiro[isochromene-1,1'-isoindolin]-3'-ones good excellent reaction conversions.

Язык: Английский

Процитировано

Brønsted acid catalyzed green and efficient construction of α-amino peroxides from 3-hydroxyisoindolinones and hydroperoxides DOI