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Palladium-catalyzed desulfitative C-arylation of a benzo[d]oxazole C-H bond with arene sulfonyl chlorides.

Chemical communications (Cambridge, England) (2011-09-29)
Manli Zhang, Shouhui Zhang, Miaochang Liu, Jiang Cheng
ABSTRACT

A palladium-catalyzed direct desulfitative C-arylation of a benzo[d]oxazole C-H bond with arene sulfonyl chlorides is described. The procedure tolerates halo, cyano, nitro, trifluoromethyl, acetyl and acetylamino groups on the phenyl ring of sulfonyl chlorides, providing the arylation products in moderate to good yields. It represents a practical and attractive alternative for the synthesis of 2-aryl benzoxazoles.

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Sigma-Aldrich
Sulfuryl chloride, 97%
Sigma-Aldrich
Sulfuryl chloride solution, 1.0 M in methylene chloride