Intermolecular coupling of 2-iodoanilides with benzoxazoles: synthesis of N-(2-Benzoxazol-2-ylphenyl)benzamides via C–H activation

[Display omitted] Using CuI/xantphos/Pd(OAc)2 catalytic system, the intermolecular C–C cross coupling between benzoxazoles and ortho-haloanilides has been developed in moderate to good yields. The procedure tolerates a series of functional groups on benzoxazole, such as ester, chloro, methyl, and me...

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Bibliographic Details
Published in:Tetrahedron letters 2015-03, Vol.56 (11), p.1374-1377
Main Authors: Sasmal, Swarnendu, Sen, Indira, Hall, Roger G., Pal, Sitaram
Format: Article
Language:English
Subjects:
Benzoxazole
C–H activation
Intermolecular coupling
o-Iodoanilides
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Summary:[Display omitted] Using CuI/xantphos/Pd(OAc)2 catalytic system, the intermolecular C–C cross coupling between benzoxazoles and ortho-haloanilides has been developed in moderate to good yields. The procedure tolerates a series of functional groups on benzoxazole, such as ester, chloro, methyl, and methoxy groups. This divergent approach provides access to various N-(2-Benzoxazol-2-ylphenyl)amides.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2015.01.150