4.7 Article

A general and efficient synthesis of sulfonylbenzotriazoles from N-chlorobenzotriazole and sulfinic acid salts

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 69, Issue 6, Pages 1849-1852

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo035515y

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One-pot reactions of sulfinic acid salts (produced from organometallic reagents with SO2) with N-chlorobenzotriazole gave the corresponding N-alkane-, N-arene-, and N-heteroenesulfonylbenzotriazoles 3a-j in 41-93% yields. Reagents 3a-j are efficient sulfortylating agents, reacting at 20-80 degreesC with various primary and secondary aliphatic amines to yield the corresponding sulfonamides in 64-100% yields.

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