Current Organic Chemistry

Author(s): Vincent Gandon, Corinne Aubert and Max Malacria

DOI: 10.2174/138527205774610895

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Cycloadditions, Cycloisomerizations and Related Reactions of Alkynes Bearing Group 13 or 14 Heteroelements

Page: [1699 - 1712] Pages: 14

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Abstract

Cycloaddition and cycloisomerization reactions involving alkynes grant a rapid access to arenes, cyclic dienes, and cyclopentenone derivatives. The use of alkynes substituted by group 13 or 14 heteroelements as partners for such reactions is an emerging strategy. Indeed, the specific electronic properties of these heteroelements can play a crucial role for controlling the chemo- and regioselective outcome of a given reaction. Moreover, the heteroatoms can be considered as latent functional groups and would allow for further transformations including Suzuki-Miyaura or Stille crosscouplings. Both aspects will be presented in this review.

Keywords: Stille cross couplings, Pauson-Khand (PK) reactions, Diels-Alder reactions, BORON ACETYLIDES, GERMANIUM, SILICON