4.8 Article

N-Iodosuccinimide-Promoted Cascade Trifunctionalization of Alkynoates: Access to 1,1-Diiodoalkenes

Journal

ORGANIC LETTERS
Volume 18, Issue 4, Pages 712-715

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03685

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Funding

  1. National Natural Science Foundation of China [21102071, 21472082]
  2. Fundamental Research Funds for the Central Universities [020514380018]

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An efficient cascade trifunctioalization reaction of alkynoates with N-iodosuccinimide has been developed which proceeds through iodination, aryl migration, decarboxylation, and second iodination. This reaction represents an example of 1,1-difunctionalization of the acetylene bond and also provides a new strategy for the preparation of 1,1-diiodoalkenes.

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