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Metal‐Free Azidoarylation of Vinylcyclopropanes for the Synthesis of N 3 ‐Containing Dihydronaphthalenes
Author(s) -
Li ZongRui,
Wu DunQi,
Sun Jian,
Shen Jing,
Deng QingHai
Publication year - 2018
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.201700683
Subject(s) - chemistry , reagent , trimethylsilyl , trimethylsilyl azide , azide , combinatorial chemistry , metal , reaction conditions , organic synthesis , organic chemistry , catalysis
An efficient methodology for the direct metal‐free azidoarylation of vinylcyclopropanes using trimethylsilyl azide as the N 3 ‐transfer reagent is described. The reaction can be performed on a gram scale and a series of N 3 ‐containing dihydronaphthalene derivatives (20 examples) were prepared in good to high yields under mild reaction conditions. Furthermore, three of these organic azides were selected for facile conversion into the corresponding 1,2,3‐triazoles or amino derivatives.