Synthesis 2012; 44(14): 2237-2242
DOI: 10.1055/s-0031-1290372
paper
© Georg Thieme Verlag Stuttgart · New York

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

Authors

  • Ángel García-Muñoz

    a   Centro Conjunto de Investigación en Química Sustentable UAEM-UNAM, Carretera Toluca-Atlacomulco Km 14.5, Toluca, Estado de México, C.P. 50200, Mexico
  • Aldo I. Ortega-Arizmendi

    a   Centro Conjunto de Investigación en Química Sustentable UAEM-UNAM, Carretera Toluca-Atlacomulco Km 14.5, Toluca, Estado de México, C.P. 50200, Mexico
  • Mario A. García-Carrillo

    b   Instituto de Química, UNAM, Circuito Exterior, Ciudad Universitaria, Coyoacán, México, D.F. 04510, Mexico, Fax: +52(722)2175109   eMail: ecuevasy@uaemex.mx
  • Eduardo Díaz

    b   Instituto de Química, UNAM, Circuito Exterior, Ciudad Universitaria, Coyoacán, México, D.F. 04510, Mexico, Fax: +52(722)2175109   eMail: ecuevasy@uaemex.mx
  • Nelly Gonzalez-Rivas

    a   Centro Conjunto de Investigación en Química Sustentable UAEM-UNAM, Carretera Toluca-Atlacomulco Km 14.5, Toluca, Estado de México, C.P. 50200, Mexico
  • Erick Cuevas-Yañez*

    a   Centro Conjunto de Investigación en Química Sustentable UAEM-UNAM, Carretera Toluca-Atlacomulco Km 14.5, Toluca, Estado de México, C.P. 50200, Mexico
Weitere Informationen

Publikationsverlauf

Received: 22. März 2012

Accepted after revision: 26. April 2012

Publikationsdatum:
04. Juni 2012 (online)


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Abstract

A novel library of diverse alcohols was synthesized by metal-free couplings 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.

Supporting Information