4.6 Review

Direct cyanation, hydrocyanation, dicyanation and cyanofunctionalization of alkynes

Journal

RSC ADVANCES
Volume 10, Issue 17, Pages 10232-10244

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ra01286f

Keywords

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Funding

  1. National Natural Science Foundation of China [21802040, 21877034]
  2. Natural Science Fund Youth Project of Hunan Province [2018JJ3145]
  3. General project of Hunan Education Department [17C0629]
  4. Open Foundation of Key Laboratory of Theoretical Organic Chemistry and Functional Molecule of Ministry of Education, Hunan University of Science and Technology [E21843]

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In this review, direct cyanation, hydrocyanation, dicyanation, cyanofunctionalization and other cyanation reactions of alkynes were highlighted. Firstly, the use of nitriles and development of cyanation was simply introduced. After presenting the natural properties of alkynes, cyanation reactions of alkynes were classified and introduced in detail. Transition metal catalysed direct cyanation and hydrocyanation of alkynes gave alkynyl cyanides and alkenyl nitriles in good yields. Dicyanation of alkynes produced 1,2-dicyano adducts. Cyanofunctionalization of alkynes afforded functional cyanated compounds. Thiocyanation and selenocyanation yielded the expected functional vinylthiocyanates and vinylselenocyanates. A plausible reaction mechanism is presented if available.

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