P. Molina et al., SYNTHESIS OF PYRROLO[2,1-C][1,4]BENZODIAZEPINES VIA AN INTRAMOLECULARAZA-WITTIG REACTION - SYNTHESIS OF THE ANTIBIOTIC DC-81, Tetrahedron, 51(19), 1995, pp. 5617-5630
A new and efficient synthesis of the pyrrolo[2,1-c][1,4]benzodiazepine
ring system has been carried out using, as a key step, an intramolecu
lar aza Wittig reaction of the appropriately substituted N-(2-azidoben
zoyl)pyrrolidine-2-carboxaldehydes. The parent unsubstituted PBD 4 and
the natural product DC-81 have been prepared in the imine form in goo
d overall yields.