A Phosphine‐Mediated Conversion of Azides into Diazo Compounds
- 10 March 2009
- journal article
- research article
- Published by Wiley in Angewandte Chemie International Edition
- Vol. 48 (13), 2359-2363
- https://doi.org/10.1002/anie.200804689
Abstract
N2 the mild: Diazo compounds are extremely versatile intermediates for synthetic organic chemistry, but their synthesis can be challenging in the presence of delicate functional groups. The Staudinger ligation has inspired a mild method for the conversion of a broad range of azides into their diazo compound derivatives through an acyl triazene intermediate. magnified imageKeywords
This publication has 52 references indexed in Scilit:
- Construction of Highly Functionalized Diazoacetoacetates via Catalytic Mukaiyama−Michael ReactionsOrganic Letters, 2008
- Water-Soluble Phosphinothiols for Traceless Staudinger Ligation and Integration with Expressed Protein LigationJournal of the American Chemical Society, 2007
- First Synthesis of 2′-Deoxyfluoropuromycin Analogues: Experimental Insight into the Mechanism of the Staudinger ReactionChemistry – A European Journal, 2007
- 2-Diazoacetoacetic acid, an efficient and convenient reagent for the synthesis of α-diazo-β-ketoestersChemical Communications, 2006
- Lomaiviticins A and B, Potent Antitumor Antibiotics from Micromonospora lomaivitiensisJournal of the American Chemical Society, 2001
- Traceless Linkers-Only Disappearing Links in Solid-Phase Organic Synthesis?Chemistry – A European Journal, 2000
- 1,3-Dialkyl-3-acyltriazenes: products and rates of decomposition in acidic and neutral aqueous solutionsThe Journal of Organic Chemistry, 1992
- Diazotransfer Reactions withp-Acetamidobenzenesulfonyl AzideSynthetic Communications, 1987
- Substituent effects on tautomerisation constants of alkylaryltriazenesJournal of the Chemical Society, Perkin Transactions 2, 1982
- Über Acyltriazene; ein besonders schöner Fall von mesohydrischer Isomerie (V. Mitteil. über Mesohydrie)Berichte der deutschen chemischen Gesellschaft (A and B Series), 1936