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Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles.

ABSTRACT: A cascade oxidative trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles with AgSCF3 is described. This protocol allows for the synthesis of novel bis(trifluoromethylthiolated) or trifluoromethylthiolated pyrrolo[1,2-a]indol-3-ones in moderate to good yields. Mechanistic investigations indicated that radical processes were probably involved in these transformations.

SUBMITTER: Bi MX 

PROVIDER: S-EPMC7155893 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

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Cascade trifluoromethylthiolation and cyclization of <i>N</i>-[(3-aryl)propioloyl]indoles.

Bi Ming-Xi MX   Liu Shuai S   Huang Yangen Y   Xu Xiu-Hua XH   Qing Feng-Ling FL  

Beilstein journal of organic chemistry 20200408

A cascade oxidative trifluoromethylthiolation and cyclization of <i>N</i>-[(3-aryl)propioloyl]indoles with AgSCF<sub>3</sub> is described. This protocol allows for the synthesis of novel bis(trifluoromethylthiolated) or trifluoromethylthiolated pyrrolo[1,2-<i>a</i>]indol-3-ones in moderate to good yields. Mechanistic investigations indicated that radical processes were probably involved in these transformations. ...[more]

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