Iodine‐Promoted Sequential C( sp  3 )H Functionalization Reactions: An Annulation Strategy for the Construction of 3‐Methylthio‐4‐arylmaleimides | Zendy

Gao Qinghe | Zendy; Wu Xia | Zendy; Li Yuhong | Zendy; Liu Shan | Zendy; Meng Xianggao | Zendy; Wu Anxin | Zendy

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Iodine‐Promoted Sequential C( sp 3 )H Functionalization Reactions: An Annulation Strategy for the Construction of 3‐Methylthio‐4‐arylmaleimides

Author(s) -

Gao Qinghe,

Wu Xia,

Li Yuhong,

Liu Shan,

Meng Xianggao,

Wu Anxin

Publication year - 2014

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201400474

Subject(s) - annulation , chemistry , reagent , iodine , surface modification , combinatorial chemistry , pyrrole , aryl , medicinal chemistry , organic chemistry , catalysis , alkyl

A new process has been developed for the iodine‐promoted sequential C( sp 3 )H bond functionalization of methyl ketones and acetamides. This reaction represents a novel annulation strategy for the synthesis of 3‐(methylthio)‐4‐aryl‐1 H ‐pyrrole‐2,5‐diones, and involves an α‐ketoimide as the key intermediate. Furthermore, DMSO was converted to DMS in situ , which served as the methylthiolation reagent in the reaction. This protocol constitutes an efficient and convenient method for the methylthiolation of substrates bearing a wide range of functional groups.

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