Conjugate Addition of 3-Aryl Oxindoles to In Situ Generated o–Quinone Methides Without Essential Electronic or Steric Groups

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2024-10-08 DOI:10.1002/ajoc.202400370

Liu Song

引用次数: 0

Abstract

Herein an efficient method for in situ generated o–quinone methides without essential electronic or steric groups at the exocyclic methylene or on six-membered ring was established. The method relies on acetylation of salicylylols and subsequently base promoted 1,4-elimination. The in situ generated o–quinone methides could be undergoing conjugate addition with 3-aryl oxindoles in one-pot reaction system, which provided 3,3-disubstituted oxindoles bearing a quaternary stereocenter in good yields (up to 99 %).

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来源期刊

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.