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Direct Functionalization of Azepane via Azomethine Ylides: A Highly Efficient Synthesis of Spirooxindoles Bearing a 1‐Azabicyclo[5.3.0]decane Moiety
Author(s) -
Meng Xiangtai,
Du Yanlong,
Zhang Qi,
Yu Aimin,
Zhang Youquan,
Jia Jiru,
Liu Xiujie
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700384
Subject(s) - moiety , chemistry , decane , azomethine ylide , surface modification , cycloaddition , sulfone , combinatorial chemistry , organic chemistry , catalysis , 1,3 dipolar cycloaddition
Spirooxindoles bearing a 1‐azabicyclo[5.3.0]decane moiety were synthesized in one step via direct functionalization of the azepane without a transition metal or oxidants. This is an efficient process for the synthesis of fused 7/5‐heterobicyclic systems in one step. Furthermore, cycloaddition of the in‐situ‐generated azomethine ylide only proceeded for alkenyl sulfone dipolarophiles.