Synthesis 2014; 46(02): 165-169
DOI: 10.1055/s-0033-1338551
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

Silver Acetate Mediated Acetoxylations of Alkyl Halides

Roberto Nolla-Saltiel
Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior s/n, Ciudad Universitaria, 04510 México D.F., México   Fax: +52(55)56162217   Email: sporcel@unam.mx
,
Ulises Alonso Carrillo-Arcos
Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior s/n, Ciudad Universitaria, 04510 México D.F., México   Fax: +52(55)56162217   Email: sporcel@unam.mx
,
Susana Porcel*
Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior s/n, Ciudad Universitaria, 04510 México D.F., México   Fax: +52(55)56162217   Email: sporcel@unam.mx
› Author Affiliations
Further Information

Publication History

Received: 20 September 2013

Accepted after revision: 25 September 2013

Publication Date:
04 November 2013 (online)


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Abstract

Silver acetate promotes the acetoxylation of alkyl halides under neutral reaction conditions. The reaction is applicable to primary and activated secondary alkyl halides, and 2,2-dibromoacetophenones for preparing the corresponding acetates in good yields. The presence of ester, amide, nitrile, hydroxy, and OTBDMS functions on the substrate is tolerated.

Supporting Information