CuCl2-Mediated Cyclization of N-Alkoxy-ortho-alkynylbenzamides

M. Jithunsa; M. Ueda; O. Miyata

doi:10.1055/s-0030-1259598

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Synfacts 2011(4): 0424-0424
DOI: 10.1055/s-0030-1259598

Metal-Mediated Synthesis

CuCl₂-Mediated Cyclization of N-Alkoxy-ortho-alkynylbenzamides

Contributor(s): Paul Knochel, Andreas J. Wagner
M. Jithunsa, M. Ueda, O. Miyata*
Kobe Pharmaceutical University, Japan

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Publication History

Publication Date:
18 March 2011 (online)

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Significance

A regioselective intramolecular cyclization-halogenation reaction of N-alkoxy-o-alkynylbenzamides is reported. A CuCl₂/NCS-mediated 5-exo-dig cyclization yields, after aqueous workup, a range of functionalized 3-(chloromethyl)isobenzofuran-1-ones.