Synthesis of benzothiazoles through copper-catalyzed one-pot three-component reactions with use of sodium hydrosulfide as a sulfur surrogate
Copper-catalyzed one-pot three-component reactions of 2-iodoanilines, aldehydes, and NaSH·n H2O afford benzothiazoles in good yields. When CuCl was employed as a catalyst in the absence of a ligand, a variety of aromatic aldehydes and substituted 2-iodoanilines reacted with NaSH·n H2O to produce the corresponding 2-arylbenzothiazoles in 70-98 % yields. The copper catalyst plays a key role in C-S bond formation between NaSH·n H2O and the aryl iodide that was formed from the condensation of 2-iodoaniline and aldehyde. It was found that NaSH·n H2O functions as a sulfur surrogate and oxidant in the formation of benzothiazole. 2-Iodoanilines, aldehydes, and NaSH·n H2O afford benzothiazoles in a one-pot reaction in the presence of a copper catalyst. The desired products can be obtainedin moderate to good yields. The copper catalyst plays a key role in C-S bond formation between aryl iodides and NaSH·n H2O. Copyright
Park, Namjin,Heo, Yumi,Kumar, Manian Rajesh,Kim, Yong,Song, Kwang Ho,Lee, Sunwoo
experimental part
p. 1984 - 1993
(2012/05/05)
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