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  • Direct condensation of sulfonamide and formamide: NaI-catalyzed synthesis of N-sulfonyl formamidine using TBHP as oxidant.

Direct condensation of sulfonamide and formamide: NaI-catalyzed synthesis of N-sulfonyl formamidine using TBHP as oxidant.

Organic letters (2011-11-02)
Shulin Chen, Yuan Xu, Xiaobing Wan
ABSTRACT

A new N-sulfonyl formamidine synthesis was developed via NaI-catalyzed direct condensation of sulfonamide and formamide. The green methodology is featured by high atom economy, easily available starting materials, the lack of need for a transition-metal catalyst, no requirement of hazardous reagent, operational simplicity, and good tolerance with diverse functional groups. Mechanistic studies suggest that the protocol proceeds based upon in situ generated TsN·NaI.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Formamidine acetate salt, 99%
Sigma-Aldrich
Formamidine hydrochloride, 97%