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Rhodium‐Catalyzed ortho ‐Cyanation of 2‐Aryl‐1,2,3‐triazole: An Alternative Approach to Suvorexant
Author(s) -
Zhang Hailong,
Jing Li,
Zheng Yang,
Sang Rui,
Zhao Yi,
Wang Qiantao,
Wu Yong
Publication year - 2018
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.201701476
Subject(s) - cyanation , chemistry , rhodium , aryl , benzoic acid , catalysis , combinatorial chemistry , cyanide , medicinal chemistry , organic chemistry , alkyl
A rhodium‐catalyzed ortho ‐cyanation protocol for 2‐aryl‐1,2,3‐triazole has been developed by using N ‐cyano‐ N ‐phenyl‐ p ‐toluensulfonamide (NCTS) as an environmentally friendly cyanide source. This simple cyanation reaction provides a new protocol for the diversification of benzonitriles in moderate to good yields and tolerates useful functional groups. In addition, the method was used to synthesize 5‐methyl‐2‐(2 H ‐1,2,3‐triazol‐2‐yl)benzoic acid, which is the key intermediate of suvorexant.
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