4.4 Article

Platinum-catalyzed consecutive C-N bond formation-[1,3] shift of carbamoyl and ester groups

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TETRAHEDRON LETTERS
卷 50, 期 18, 页码 2075-2077

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.02.108

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The reaction of ortho-alkynylphenylureas 1 having a carbamoyl group attached to the nitrogen atom proceeded in the presence of catalytic amounts of Ptl(4), affording corresponding indole-3-carbamides 2 in moderate to high yields. In addition, the platinum-catalyzed cyclization of ortho-alkynylphenyl carbamates 3 afforded corresponding indole-3-carboxylates 4 in good yields. The present reaction proceeds through the intramolecular addition of carbon-nitrogen bonds to triple bonds, the so-called carboamination. (c) 2009 Elsevier Ltd. All rights reserved.

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