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[4+2] and [3+2] Annulations of α‐Chloroaldehydes and Dithio‐ esters: Synthesis of 1,4‐Oxathiin‐2(3 H )‐ones and 1,3‐Oxathioles
Author(s) -
Wang Tong,
Gao ZhongHua,
Ye Song
Publication year - 2017
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.201700601
Subject(s) - annulation , chemistry , carbene , catalysis , medicinal chemistry , stereochemistry , organic chemistry
The [4+2] and [3+2] annulations of α‐chloroaldehydes with dithioesters are reported. In the presence of an N‐heterocyclic carbene (NHC) catalyst, the [4+2] annulation went smoothly to afford highly substituted 1,4‐oxathiin‐2(3 H )‐ones, while the [3+2] annulation was observed to give 1,3‐oxathioles in the absence of an NHC.