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[3 + 3] Cycloaddition of aza-oxyallyl cations with 1,4-dithiane-2,5-diols for the construction of 3-thiomorpholinones.

Authors :
Xie, Lei
Guo, Sheng-nan
Wu, Ping
Gao, Zhenzhen
Liu, Fang
Yuan, Chunhao
Source :
Synthetic Communications. 2020, Vol. 50 Issue 9, p1375-1387. 13p. 5 Diagrams, 3 Charts.
Publication Year :
2020

Abstract

Base-mediated [3 + 3] cycloaddition reaction of in-situ formed aza-oxyallyl cations and 1,4-dithiane-2,5-diols has been achieved under mild reaction conditions. This strategy provides direct and efficient access to prepare desired thiomorpholin-3-one derivatives in moderate-to-high yields. The approach features broad substrates scope and short reaction time. Moreover, the resulting products can be readily converted into other useful heterocyclic compounds including 2H-1,4-thiazin-3(4H)-ones and thiomorpholine-3,5-diones. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00397911
Volume :
50
Issue :
9
Database :
Academic Search Index
Journal :
Synthetic Communications
Publication Type :
Academic Journal
Accession number :
143137861
Full Text :
https://doi.org/10.1080/00397911.2020.1740738