American Chemical Society
jo9b02002_si_004.cif (942.75 kB)

Synthesis of Dibenzo[d,f][1,3]Diazepines via Elemental Sulfur-Mediated Cyclocondensation of 2,2′-Biphenyldiamines with 2‑Chloroacetic Acid Derivatives

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posted on 2019-12-04, 15:36 authored by Tatyana A. Tikhonova, Konstantin A. Lyssenko, Igor V. Zavarzin, Yulia A. Volkova
The three-component reaction of 2,2′-biphenyldiamines with 2-chloroacetic acid derivatives and elemental sulfur was developed for the practical synthesis of unknown 2-carboxamide-substituted dibenzo­[d,f]­[1,3]­diazepines. This protocol is distinguished by efficiency in water and good tolerance to functional groups and can be adapted to a large-scale synthesis. The chemoselective preparation of a variety of 2-S,N,O-substituted dibenzo­[d,f]­[1,3]­diazepines was accomplished using the developed method.