Novel 1,4-benzodiazepines from acylnitroso-derived hetero-Diels-Alder cycloadducts.

Org Lett

Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556, USA.

Published: January 2002

[reaction: see text] N(4)-Hydroxy-1,4-benzodiazepines were synthesized in a single step from synthetically versatile acylnitroso-derived hetero-Diels-Alder cycloadducts. The efficiency of this transformation was found to be dependent on the NH pK(a) of the cycloadduct sulfonamide.

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http://dx.doi.org/10.1021/ol017036wDOI Listing

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