Solvent-free cross-coupling reaction, and production method using said reaction

A cross-coupling reaction method which forms a chemical bond selected from C—N, C—B, C—C, C—O and C—S bonds, the method comprising:

• preparing an aromatic compound (1) having a leaving group;
• preparing a compound (2) capable of undergoing a cross-coupling reaction selected from an aromatic amino compound (2-1), a diboronic acid ester or the like (2-2), an aromatic boronic acid or the like (2-3), an aromatic compound (2-4) having a hydroxyl group and an aromatic compound (2-5) having a thiol group, wherein the aromatic amino compound (2-1) has an amino group bonded to an aromatic group, and the amino group has hydrogen;
• and
• mixing the compound (1) with the compound (2) and performing a cross-coupling reaction of the compound (1) with the compound (2) in the presence of a palladium catalyst, a base and a compound (4) having a carbon-carbon double bond or a carbon-carbon triple bond (excluding aromatic), in the absence of a solvent.