Intramolecular 1,3-dipolar cycloaddition as a route to triazolobenzodiazepines and pyrrolobenzodiazepines

Christopher S. Chambers, Nilesh Patel, Karl Hemming

Research output: Contribution to journalArticle

24 Citations (Scopus)


Intramolecular 1,3-dipolar cycloaddition between an alkyne and an azide leads to a series of 1,2,3-triazolo-fused 1,4-benzodiazepines, 1,2,5-benzothiadiazepines, pyrrolobenzodiazepines and pyrrolobenzothiadiazepines (eight examples). The products are privileged structures in medicinal chemistry. The precursor azido alkynes are obtained, usually as transient intermediates, by treatment of the corresponding aldehydes (derived from α-amino acids) with the Bestmann-Ohira reagent.

Original languageEnglish
Pages (from-to)4859-4861
Number of pages3
JournalTetrahedron Letters
Issue number37
Early online date15 Jul 2010
Publication statusPublished - 15 Sep 2010


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