Synthesis of isocoumarins via Pd/C-mediated reactions of o-iodobenzoic acid with terminal alkynes.
The coupling reaction of o-iodobenzoic acid with terminal alkynes by using a catalyst system of 10% Pd/C-Et3N-CuI-PPh3 has been studied in a variety of solvents. 3-Substituted isocoumarins were formed in good yields and with good regioselectivity when the reaction was performed in EtOH.
Subramanian
Venkataraman
V
Chemistry-Discovery Research, Dr. Reddy's Laboratories Ltd., Bollaram Road, Miyapur, Hyderabad 500049, India.
Batchu
Venkateswara Rao
VR
Barange
Deepak
D
Pal
Manojit
M
D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003374:Coumarins / Q000032:analysis / Q000138:chemical synthesis*; D000431:Ethanol / Q000737:chemistry; D007463:Iodobenzoates / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D012997:Solvents
D000480:Alkynes; D003374:Coumarins; D007463:Iodobenzoates; D012997:Solvents; D000431:Ethanol; D010165:Palladium; C023675:2-iodobenzoic acid