Synthesis

A convenient preparation of di-p-chlorobenzyl azodicarboxylate (DCAD) for Mitsunobu couplings

BR Taft, EC Swift, BH Lipshutz

Index: Taft, Benjamin R.; Swift, Elizabeth C.; Lipshutz, Bruce H. Synthesis, 2009 , # 2 p. 332 - 334

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Citation Number: 7

Abstract

Abstract Gram-scale synthesis of pure, bench-stable solid di-p-chlorobenzyl azodicarboxylate (DCAD) is performed in two steps without resorting to chromatography. This novel reagent effects Mitsunobu couplings with yields comparable to DEAD or DIAD, while addressing several of the drawbacks frequently associated with these common reagents.