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Stabilized Sulfur Ylide Mediated Cyclopropanations and Formal [4+1] Cycloadditions of 3‐Acyl‐2 H ‐chromenones and Their Imines
Author(s) -
Meng XiangSuo,
Jiang Shan,
Xu XiaoYun,
Wu QiangXian,
Gu YuCheng,
Shi DeQing
Publication year - 2016
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.201600759
Subject(s) - ylide , cyclopropanation , chemistry , cyclopropane , cycloaddition , regioselectivity , sulfur , formal synthesis , substrate (aquarium) , functional group , organic chemistry , stereochemistry , medicinal chemistry , catalysis , ring (chemistry) , oceanography , polymer , geology
Stabilized sulfur ylide mediated cyclopropanation and formal [4+1] cycloaddition of 3‐acyl‐2 H ‐chromenones and their imines were explored. The transformations could be performed under mild conditions and were shown to have wide substrate scopes and significant functional‐group tolerance; furthermore, the reactions proceeded with excellent regioselectivity. Thus, they are powerful methods for the one‐pot synthesis of highly functionalized cyclopropane‐ and dihydropyrrole‐fused chromen‐2‐one derivatives.