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Titanium Tetrachloride‐Mediated Approach to Access 2‐Chloro‐2‐Substituted Isoindolin‐1‐ones through the Addition of Alkynes to Acyliminium ions
Author(s) -
Xu WenKe,
Guo JiaMing,
Chen ZhaoDan,
Si ChangMei,
Wei BangGuo
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100368
Subject(s) - chemistry , titanium tetrachloride , titanium , ion , transformation (genetics) , tetrachloride , combinatorial chemistry , medicinal chemistry , organic chemistry , biochemistry , gene , tin
An asymmetric approach to access 2‐substituted isoindolin‐1‐ones 9 – 11 was developed through TiCl 4 ‐mediated addition‐chlorination of N , O ‐acetals 7 a – 7 c with terminal alkynes 8 . A range of substrates were amenable to this transformation, and the desired substituted isoindolin‐1‐ones were obtained in moderate to good yields with moderate diastereoselectivities.