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Current Organic Chemistry

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ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

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Review Article

Synthesis of Spiro-oxindoles (Spiroindolones) via Oxidative Ring Contraction Approach

Author(s): Yogesh Brijwashi Sharma, Sattu Sravani and Abhijit Hazra*

Volume 27, Issue 15, 2023

Published on: 04 October, 2023

Page: [1336 - 1346] Pages: 11

DOI: 10.2174/0113852728253596230920115307

Price: $65

Abstract

Ring contraction reaction is among the several vital strategies in organic synthesis that can provide very diversified and useful molecular architecture. Among these strategies, the oxidative ring contraction is of special interest as it can give a more straightforward way of designing and synthesizing several complex natural products, specifically the oxindole alkaloids and some newer oxindole analogs. Even this methodology can be expanded to prepare dispiro-bisoxindoles-type compounds besides the dipolar cycloaddition methodology. In this review, we have tried to collect the reports on oxidative ring contraction reactions using several oxidants, like tert-Butyl hypochlorite, oxaziridine, dimethyldioxirane, N-bromosuccinimide, etc., in different reaction conditions for the synthesis of spiro-oxindole natural products as well as newer synthetic analogs.

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