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Microwave‐Promoted Copper‐Free Sonogashira–Hagihara Couplings of Aryl Imidazolylsulfonates in Water

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Abstract:

Abstract

Aryl imidazol‐1‐ylsulfonates have been efficiently cross‐coupled with aryl‐, alkyl‐, and silylacetylenes in neat water under copper‐free conditions at 110 °C assisted by microwave irradiation. Using 0.5 mol% of an oxime palladacycle as precatalyst, 2‐dicyclohexylphosphino‐2′,6′‐dimethoxybiphenyl (SPhos, 2 mol%) as ligand, hexadecyltrimethylammonium bromide (CTAB) as additive, and triethylamine (TEA) as base, a wide array of disubstituted alkynes has been prepared in good to high yields in only 30 min.

Document Type: Research Article

DOI: http://dx.doi.org/10.1002/adsc.201200629

Affiliations: Departamento de Química Orgánica and Instituto de Síntesis Orgánica (ISO), Facultad de Ciencias, Universidad de Alicante, Apartado 99, 03080 Alicante, Spain, Fax: (+34)-96-590-3549

Publication date: January 14, 2013

bpl/adsc/2013/00000355/00000001/art00024
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