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Time‐Economical Synthesis of Bis‐Spiro Cyclopropanes via Cascade 1,6‐Conjugate Addition/Dearomatization Reaction of para ‐Quinone Methides with 3‐Chlorooxindoles
Author(s) -
Zhang JingRu,
Jin HaiShan,
Sun Jin,
Wang Jie,
Zhao LiMing
Publication year - 2020
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.202000830
Subject(s) - chemistry , conjugate , cyclopropane , cascade reaction , cascade , quinone , combinatorial chemistry , organic chemistry , stereochemistry , ring (chemistry) , catalysis , mathematical analysis , mathematics , chromatography
A spirocyclopropanation of para ‐quinone methides with 3‐chlorooxindoles that proceeds via cascade 1,6‐conjugate addition/dearomatization reaction has been established, leading to a novel class of bis‐spiro compounds in a concise, rapid, and practical manner. This transformation could be completed in high yields at room temperature within 5 min. The resulting bis‐spiro cyclopropane derivatives are of great interest because of their potential biological activity and further reaction potential.