Synthesis of α‐Diazo Carbonyl Compounds with the Shelf‐Stable Diazo Transfer Reagent Nonafluorobutanesulfonyl Azide

Jose Luis Chiara; José Ramón Suárez

doi:10.1002/ADSC.201000846

Synthesis of α‐Diazo Carbonyl Compounds with the Shelf‐Stable Diazo Transfer Reagent Nonafluorobutanesulfonyl Azide

Jose Luis Chiara ¹
José Ramón Suárez ¹

1 Instituto de Química Orgánica General, C.S.I.C., Juan de la Cierva 3, E-28006 Madrid, Spain

Aldizkaria:

Advanced Synthesis & Catalysis

ISSN: 1615-4150, 1615-4169

Argitalpen urtea: 2011

Alea: 353

Zenbakia: 4

Orrialdeak: 575-579

Mota: Artikulua

DOI: 10.1002/ADSC.201000846 GOOGLE SCHOLAR Sarbide irekia editor

Beste argitalpen batzuk: Advanced Synthesis & Catalysis

Laburpena

Nonafluorobutanesulfonyl azide is a shelf-stable, cost-effective and general diazo transfer reagent for the efficient synthesis of α-diazo carbonyl compounds in excellent yields and in very short reaction times, under mild conditions. The diazo products can be readily isolated in pure form after a simple aqueous extractive work-up that avoids chromatographic purification in most cases. Because of its high efficiency and wide substrate scope, shelf-stability, relatively low cost, and ease of product purification, nonafluorobutanesulfonyl azide offers an advantageous alternative to other commonly used diazo transfer reagents.

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