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.
Ghorbani-Vaghei
Ramin
R
Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, 65174, Hamadan, Iran. rgvaghei@yahoo.com
Veisi
Hojat
H
D002384:Catalysis; D055598:Chemical Phenomena; D007211:Indoles / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D011758:Pyrroles / Q000737:chemistry*; D014227:Triazines / Q000737:chemistry*
D007211:Indoles; D007659:Ketones; D011758:Pyrroles; D014227:Triazines; C019309:cyanuric chloride