Three‐Component Alkylsulfonylation of 1‐Acryloyl‐2‐Cyanoindoles with Hantzsch Esters through Sulfur Dioxide Insertion
Year: 2024
Type: article
Abstract: A three‐component alkylsulfonylation/cyclization/hydrolysis relay reaction of 1‐acryloyl‐2‐cyanoindoles with 4‐alkyl Hantzsch esters and Na2S2O5 involving sulfur dioxide insertion has been established to access a series of alkylsulfonyl pyrrolo[1,2‐a]indolediones derivatives. With this method, a variety of primary and secondary alkyl radicals can be used for trapping sulfur dioxide and the corresponding alkylsulfonyl radical intermediates formed in situ, followed by alkyl sulfonyl radical addition, cyclization and hydrolysis. This reaction involves selective cleavage of a carbon‐carbon bond followed by successive formation of three new chemical bonds, in which the cyano group has dual roles as a radical acceptor and a carbonyl source.
Authors: Long‐Jin Zhong, Xuan Shang, Hui Chen, Rui‐Xin Liu, Ke‐Wen Tang, Quan Zhou, Yu Liu
Institution: Hunan Institute of Science and Technology
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
OpenAlex ID: W4404998069