Premium
Azide‐Triggered Bicyclization of o ‐Alkynylisocyanobenzenes: Synthesis of Tetrazolo[1,5‐ a ]quinolines
Author(s) -
Khaikate Onnicha,
Soorukram Darunee,
Leowanawat Pawaret,
Pohmakotr Manat,
Reutrakul Vichai,
Kuhakarn Chutima
Publication year - 2019
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.201901209
Subject(s) - chemistry , sodium azide , azide , isocyanide , tetrazole , combinatorial chemistry , functional group , medicinal chemistry , organic chemistry , polymer
An efficient and rapid synthetic approach for the synthesis of tetrazolo[1,5‐ a ]quinolines has been developed employing the reaction of o ‐alkynylisocyanobenzenes with sodium azide. The present strategy involved nucleophilic addition of azide to isocyanide followed by 6‐ endo cyclization. The reaction gives access to a collection of tetrazolo[1,5‐ a ]quinolines with broad functional group in moderate to high yields under metal‐, and base‐free conditions.