microwave-assisted synthesis of salicylamide via bcl3 mediated coupling

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2005 Carboxylic amides Q 0490 Microwave-Assisted Synthesis of Salicylamide via BCl 3 Mediated Coupling. The microwave-assisted, BCl3-mediated coupling of phenols with isocyanates to syn- thesize salicylamides is demonstrated and the effect of substitution groups on the cou- pling reactions is investigated. Reactions of phenols or isocyanates bearing electron- -withdrawing groups give low yields, whereas strong electron-donating groups on phenols give consistently high yields. The short reaction times and the improved yields compared with conventional heating make this method attractive for application in parallel library synthesis. — (ZHANG, L.; ZHANG*, J. Y.; J. Comb. Chem. 7 (2005) 4, 622-626; CytRx Lab., Inc., Worcester, MA 01605, USA; Eng.) — Bartels 48- 087

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Page 1: Microwave-Assisted Synthesis of Salicylamide via BCl3 Mediated Coupling

2005

Carboxylic amidesQ 0490 Microwave-Assisted Synthesis of Salicylamide via BCl3 Mediated Coupling. —

The microwave-assisted, BCl3-mediated coupling of phenols with isocyanates to syn-thesize salicylamides is demonstrated and the effect of substitution groups on the cou-pling reactions is investigated. Reactions of phenols or isocyanates bearing electron--withdrawing groups give low yields, whereas strong electron-donating groups on phenols give consistently high yields. The short reaction times and the improved yields compared with conventional heating make this method attractive for application in parallel library synthesis. — (ZHANG, L.; ZHANG*, J. Y.; J. Comb. Chem. 7 (2005) 4, 622-626; CytRx Lab., Inc., Worcester, MA 01605, USA; Eng.) — Bartels

48- 087