Access to 1H-indazoles, 1H-benzoindazoles and 1H-azaindazoles from (het)aryl azides: a one-pot Staudinger-aza-Wittig reaction leading to N-N bond formation?

T Alaime; M Daniel; M-A Hiebel; E Pasquinet; F Suzenet; G Guillaumet

doi:10.1039/c8cc03612h

Access to 1H-indazoles, 1H-benzoindazoles and 1H-azaindazoles from (het)aryl azides: a one-pot Staudinger-aza-Wittig reaction leading to N-N bond formation?

Chem Commun (Camb). 2018 Jul 24;54(60):8411-8414. doi: 10.1039/c8cc03612h.

Authors

T Alaime¹, M Daniel, M-A Hiebel, E Pasquinet, F Suzenet, G Guillaumet

Affiliation

¹ CEA, DAM, Le Ripault, F-37260 Monts, France. eric.pasquinet@cea.fr.

PMID: 29999074
DOI: 10.1039/c8cc03612h

Abstract

The synthesis of various substituted 1H-indazoles is reported through N-N bond formation from an iminophosphorane derivative. Supported by control experiments, an original Staudinger-aza-Wittig tandem mechanism is proposed for this transformation.