Concepedia

Novel 1,4-Benzodiazepines from Acylnitroso-Derived Hetero-Diels−Alder Cycloadducts

M. D. Surman, Mark J. Mulvihill, Marvin J. Miller

Organic Letters · 2001 · 52 citations · 18 references

DOI

Abstract

[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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