Cs2CO3-Promoted C(sp2)–N Formation of Dimethyl Thiocarbamate-Protected Indoles Using Tetramethylthiuram Monosulfide (TMTM)

Han-Ying Peng; Yu-Xi Wu; Zhi-Bing Dong

doi:10.1055/s-0039-1690214

Synthesis, Table of Contents

Synthesis 2020; 52(01): 135-140
DOI: 10.1055/s-0039-1690214

paper

Cs₂CO₃-Promoted C(sp²)–N Formation of Dimethyl Thiocarbamate-Protected Indoles Using Tetramethylthiuram Monosulfide (TMTM)

Han-Ying Peng

^aSchool of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China Email: dzb04982@wit.edu.cn

,

Yu-Xi Wu

^aSchool of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China Email: dzb04982@wit.edu.cn

,

Zhi-Bing Dong∗

^aSchool of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China Email: dzb04982@wit.edu.cn

^bKey Laboratory of Green Chemical Process, Ministry of Education, Wuhan Institute of Technology, Wuhan 430205, P. R. of China

^cMinistry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University, Wuhan 430062, P. R. of China

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Abstract

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Abstract

An efficient and simple synthesis of 1-thiocarbamoylindoles is reported in which 1H-indoles react with tetramethylthiuram monosulfide (TMTM) to give a series of 1-thiocarbamoylindoles that were obtained in good to excellent yields. The procedure was promoted by Cs₂CO₃ under transition-metal-free conditions and gives a simple entry to protected indoles.

Key words

1H-indole - thiuram - transition-metal-free - synthesis - 1-thiocarbamoylindole

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References

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