The Michael addition of indoles and pyrrole to alpha-, beta-unsaturated ketones and double-conjugate 1,4-addition of indoles to symmetric enones promoted by pulverization-activation method and Thia-Michael addition catalyzed by wet cyanuric chloride.

A new, facile, and efficient procedure for conjugate addition of indole and pyrrole with Michael acceptors have been developed for pulverization-activation reaction catalyzed by wet cyanuric chloride (2,4,6-trichloro-[1,3,5]-triazine or TCT) through grinding under solvent-free conditions at room temperature. Also, double-conjugate 1,4-addition of indoles to dibenzylidenacetones and conjugate addition of thiols with Michael acceptors using wet-TCT as catalyst is reported.