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Efficient organocatalytic α-sulfenylation of substituted piperazine-2,5-diones

✍ Scribed by Ramin Dubey; Nathan W. Polaske; Gary S. Nichol; Bogdan Olenyuk

Book ID
104096610
Publisher
Elsevier Science
Year
2009
Tongue
French
Weight
286 KB
Volume
50
Category
Article
ISSN
0040-4039

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✦ Synopsis

Organocatalytic alpha-sulfenylation of substituted piperazine-2,5-diones is reported through the use of cinchona alkaloids as Lewis bases and electrophilic sulfur transfer reagents. 1-Phenylsulfanyl[1,2,4]triazole, a novel sulfur transfer reagent, gave excellent product yields with a number of substituted piperazine-2,5-diones under mild conditions. Catalyst loading, stoichiometry of sulfur electrophile, temperature and solvent were optimized to achieve high product yields.

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