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January 1, 2018Chemical Communications106 citations

Rhodium( iii )-catalyzed C–H activation at the C4-position of indole: switchable hydroarylation and oxidative Heck-type reactions of maleimides

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MSMahadev Sharanappa SherikarRKRaja KapanaiahVLVeeranjaneyulu Lanke

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Abstract

A Rh(iii)-catalyzed C-H activation of indole at the C4-position leading to novel and switchable functionalization has been reported by employing a weakly co-ordinating COCF3 group as a directing group. An additive plays an important role in switching the selectivity between 1,4-addition products and Heck-type products. An acid additive led to the formation of 1,4-addition products whereas a base additive promotes the formation of Heck-type products. Deuteration studies and control experiments were helpful to propose the mechanism.

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Cite This Study

Sherikar et al. (2018) studied this question.

synapsesocial.com/papers/6a8dac513974254b714ac414https://doi.org/10.1039/c8cc06264a
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