Patent ID: 7553988

Claim:
A method for producing a cross-coupling compound of formula (3): (Y—) (n−1) R 1 —R 2 —(R 1 ) (n′−1) (3) wherein R 1 represents a substituted or unsubstituted, linear, branched, or cyclic hydrocarbon group, and n and n′ each represent 1 or 2, provided that when n and n′ are the same, both n and n′ are not 2, R 2 represents a substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl or substituted or unsubstituted alkenyl group, and Y represents R 2 or X 1 , wherein R 2 is as defined above, and X 1 represents a chlorine, bromine or iodine atom, which method comprises reacting an organic halide of formula (1): n′(R 1 X 1 n), wherein R 1 is as defined above and carbon atoms at the α and β positions relative to X 1 are sp 3 carbon atoms, and X 1 , n and n′ are as defined above, with a boron compound of formula (2): m{R 2 (BX 2 2 ) n′ }, wherein R 2 and n′ are as defined above, X 2 independently represents a hydroxyl group or an alkoxy or aryloxy group, or X 2 2 together form an alkylenedioxy or arylenedioxy group, and m represents 1 or 2, and m≦n, and the boron atom is bonded with a sp 2 carbon atom of R 2 group, or a boronic acid trimer anhydride thereof, in the presence of a base and a catalyst comprising a nickel compound and a compound of formula (i): wherein R 3 represents a substituted or unsubstituted alkyl group, R 4 represents a hydrogen atom or an substituted or unsubstituted alkyl group, l represents an integer of 1 to 3, and p and q independently represent an integer of 0 to 2.