4.7 Article

All-Carbon Tetrasubstituted Olefins Synthesis from Diazo Compounds and Iodonium Ylides under Blue LED Irradiation

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 364, Issue 3, Pages 506-511

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202101144

Keywords

Tetrasubstituted olefins; Diazo compounds; Visible light; Carbene; Iodonium ylides

Funding

  1. National Natural Science Foundation of China [21971001, 22101002, 21702001]
  2. Natural Science Foundation of Anhui Province [1808085MB47]
  3. Open fund for Discipline Construction,Institute of Physical Science and Information Technology, Anhui University
  4. Anhui University

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A new method for the construction of all-carbon tetra-substituted olefins using visible-light promoted coupling of diazo compounds with iodonium ylides has been developed, resulting in a wide range of products in moderate to good yields. The synthetic value of this method was demonstrated through the synthesis of natural isolates modified alkenes and the successful transformation of final olefins into important heterocycles.
A route for the construction of all-carbon tetra-substituted olefins through visible-light promoted coupling of diazo compounds with iodonium ylides was developed. A wide range of all-carbon tetra-substituted olefins was obtained in moderate to good yields. The synthetic values of the current method were further approved by the synthesis of natural isolates modified alkenes and the successful transformation of final olefins into important heterocycles.

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