Copper-catalyzed synthesis of 2-sulfenylindoles from indoline-2-thiones and aryl iodides

[Display omitted] •A novel and efficient method for synthesis of 2-sulfenylindoles.•Copper-catalyzed the formation of C–S bond.•Extend to synthesize benzothiophene fused indoles. A novel and efficient method for synthesis of 2-sulfenylindole via copper-catalyzed coupling reaction of indoline-2-thion...

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Bibliographic Details
Published in:Tetrahedron letters 2017-01, Vol.58 (4), p.338-341
Main Authors: Zhou, Shiping, Xiao, Genhua, Liang, Yun
Format: Article
Language:English
Subjects:
2-Sulfenylindoles
Benzothieno[2,3-b]indoles
Copper
Indoline-2-thiones
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Summary:[Display omitted] •A novel and efficient method for synthesis of 2-sulfenylindoles.•Copper-catalyzed the formation of C–S bond.•Extend to synthesize benzothiophene fused indoles. A novel and efficient method for synthesis of 2-sulfenylindole via copper-catalyzed coupling reaction of indoline-2-thiones with aryl iodides has been developed. A series of N-substituted and N-free 2-sulfenylindole were obtained in high yields. Furthermore, the method was employed to synthesis of benzothieno[2,3-b]indoles from indoline-2-thiones with 1,2-diiodobenzene in the presence of CuI and Pd(OAc)2 as catalysts.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2016.12.028