Pure Appl. Chem., 2003, Vol. 75, No. 9, pp. 1231-1237
doi:10.1351/pac200375091231
Use of organoboron halides in organic synthesis*
G.W. Kabalka, Z. Wu, and Y. Ju
Departments of Chemistry and Radiology, University of Tennessee, Knoxville, TN 37996-1600, USA
Abstract:
Several new organic transformations have been achieved utilizing boron halide reagents. Aryl aldehydes are conveniently converted to gem-dichloromethylbenzenes using boron trichloride. Aryl aldehydes are alkylated by alkylboron chlorides in a Grignard-like fashion to generate the corresponding arylalkanols or alkylboron chlorides. Aryl aldehydes react with divinylboron halides (generated via the haloboration of alkynes) to produce 1,5-di-halo-1,4-dienes in excellent yields.
*Lecture presented at the XIth International Meeting on Boron Chemistry (IMEBORON XI), Moscow, Russia, 28 July - 2 August 2002. Other presentations are published in this issue, pp. 1157-1355.