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Substitution of Hydroxyl Groups with Alkynyl Moieties Using Alkynylboron Dihalides: An Efficient Approach to Secondary Alkylacetylene Derivatives

George W. Kabalka,* Min-Liang Yao and Scott Borella

*Departments of Chemistry and Radiology, The University of Tennessee, Knoxville, Tennessee 37996-1600, Email:

G. W. Kabalka, M.-L. Yao, S. Borella, Org. Lett., 2006, 8, 879-881.

DOI: 10.1021/ol052957i


The reaction of alkynylboron dihalides with benzylic, allylic, and propargylic alcohols provides an efficient route to internal acetylenes without isomerization of the product alkynes under the reaction conditions.

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Generation of Cations from Alkoxides: Allylation of Propargyl Alcohols

G. W. Kabalka, M.-L. Yao, S. Borella, J. Am. Chem. Soc., 2006, 128, 11320-11321.

Key Words

Substituted Alkynes, Benzylation

ID: J54-Y2006-650