4.8 Article

Palladium-Catalyzed Three-Component Cross-Coupling of Conjugated Dienes with Indoles Using Ethynylbenziodazolones as Electrophilic Alkynylating Reagents

Journal

ORGANIC LETTERS
Volume 24, Issue 31, Pages 5777-5781

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02275

Keywords

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Funding

  1. NSFC [21871178, 22071149]
  2. STCSM [19JC1430100]
  3. Program for Professor of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning

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A palladium-catalyzed regioselective 1,2-alkynyl-carbonalization of conjugated dienes with ethynylbenziodazolone (EBZ) and indoles has been developed, providing easy access to various molecules containing alkenyl, alkynyl, and indole groups. The resulting products are also suitable for various derivatizations.
A palladium-catalyzed regioselective 1,2-alkynyl-carbonalization of conjugated dienes with ethynylbenziodazolone (EBZ) and indoles has been developed for the first time. Various molecules containing alkenyl, alkynyl, and indole groups were readily obtained. Moreover, the resulting products can be applied to various derivatizations. This protocol uses EBZ as an electrophilic alkynylating reagent, avoiding the byproduct of dimerization of alkynes.

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