2023European Journal of Organic ChemistryRequires access

Construction of C2‐Spirocyclopropyl‐Indolin‐3‐Ones through Base‐Promoted [2+1] Annulation Reaction of Indolin‐3‐ones with Bromosulfonium Salts

Mao Zhang, Fen‐Fen Yang, Xiang Guan, Ming-Shan Shuai, Qingqing Zhang, Xiao‐Zhong Fu, Yuanyong Yang, Meng Zhou, Bin He, Yong‐Long Zhao

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Abstract

Abstract A simple base‐promoted [2+1] annulation of indolin‐3‐ones and bromosulfonium salts has been developed in this article. This strategy uses simple and easily prepared indolin‐3‐ones 1 as C1 synthons and bromosulfonium salts 2 as C2 synthons under mild reaction conditions, and 33 examples of C2‐spirocyclopropyl‐indolin‐3‐ones were obtained with up to 99 % yield and >20 : 1 dr.

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What this paper is about

Abstract A simple base‐promoted [2+1] annulation of indolin‐3‐ones and bromosulfonium salts has been developed in this article. This strategy uses simple and easily prepared indolin‐3‐ones 1 as C1 synthons and bromosulfonium salts 2 as C2 synthons under mild reaction conditions, and 33 examples of C2‐spirocyclopropyl‐indolin‐3‐ones were obtained with up to 99 % yield and >20 : 1 dr.

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Available abstract

Abstract A simple base‐promoted [2+1] annulation of indolin‐3‐ones and bromosulfonium salts has been developed in this article. This strategy uses simple and easily prepared indolin‐3‐ones 1 as C1 synthons and bromosulfonium salts 2 as C2 synthons under mild reaction conditions, and 33 examples of C2‐spirocyclopropyl‐indolin‐3‐ones were obtained with up to 99 % yield and >20 : 1 dr.

Key concepts: Synthon, Annulation, Chemistry, Yield (engineering), Base (topology), Combinatorial chemistry, Reaction conditions, Organic chemistry

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Construction of C2‐Spirocyclopropyl‐Indolin‐3‐Ones through Base‐Promoted [2+1] Annulation Reaction of Indolin‐3‐ones with Bromosulfonium Salts — Research Paper | ScholarLens