Synthesis of tetracyclic pyrido-fused dibenzodiazepines via a catalyst-free cascade reaction

Mol Divers. 2021 Nov;25(4):2237-2246. doi: 10.1007/s11030-020-10114-1. Epub 2020 Jun 14.

Abstract

An efficient, eco-friendly protocol has been described for the chemoselective synthesis of tetracyclic pyrido-fused dibenzodiazepines derivatives via catalyst-free, three-component reaction of dimedone, 1,2-diamines, 3-formylchromones, and malononitrile. The significant advantages of this cascade approach are to create two new rings and four new σ bonds containing three C-N and one C-C bond, as well as the breakdown of a C-O bond.

Keywords: Catalyst free; Chemoselective; Dibenzo[b,f]pyrido[1,2-d][1,4]diazepine; Enaminone; Knoevenagel condensation; Seven-membered ring; Tetracyclic ring; Three-component cascade reaction.

MeSH terms

  • Diamines*

Substances

  • Diamines