Synthesis of <i>o</i>-Sulfamidotriazobenzenes from 1,1‘-Sulfonylbis(benzotriazole)
作者:Alan R. Katritzky、Levan Khelashvili、Khanh N. B. Le、Prabhu P. Mohapatra、Peter J. Steel
DOI:10.1021/jo0705723
日期:2007.7.1
Easily accessible 1,1'-sulfonylbis(benzotriazole) (Bt(2)SO(2), 1) reacts with secondary amines at room temperature to afford (i) the corresponding o-sulfamidotriazobenzenes 2a-d (53-75%) via concurrent substitution of the first and ring opening of the second benzotriazolyl group and (ii) N-sulfonylbenzotriazoles 3b, c, e, f (7-73%). 1-(Morpholine-4-sulfonyl)-1H-benzotriazole 3c reacts with piperidine, pyrolidine, and N-methylpiperazine under microwave irradiation (120 W) at 120 degrees C for 10 min to give the unsymmetrical sulfamides 4a-c (80-90%).