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Direct, Metal-Free Synthesis of Benzyl Alcohols and Deuterated Benzyl Alcohols from p-Toluenesulfonylhydrazones Using Water as Solvent

Ángel García-Muñoz, Aldo I. Ortega-Arizmendi, Mario A. García-Carrillo, Eduardo Díaz, Nelly Gonzalez-Rivas, Erick Cuevas-Yañez*

*Centro Conjunto de Investigación en Química Sustentable UAEM-UNAM, Carretera Toluca-Atlacomulco Km 14.5, Toluca, Estado de México, C.P. 50200, Mexico, Email: ecuevasyuaemex.mx

Á. García-Muñoz, A. I. Ortega-Arizmendi, M. A. García-Carrillo, E. Díaz, N. Gonzalez-Rivas, E. Cuevas-Yañez, Synthesis, 2012, 44, 2237-2242.

DOI: 10.1055/s-0031-1290372


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Abstract

Diverse alcohols were synthesized by metal-free coupling of diazoalkanes derived from p-toluenesulfonylhydrazones to water under reflux and microwave conditions, in high yields. In addition, this protocol was successfully applied in the synthesis of deuterium-labeled alcohols using deuterium oxide.

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Key Words

benzyl alcohols, deuterated alcohols, p-toluenesulfonylhydrazones, coupling, microwave synthesis


ID: J66-Y2012-2340