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Synthesis of Bis(3-indolyl)methanes Mediated by Potassium tert-Butoxide

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The indole moiety is an important N-heterocycle found in natural products, and a key structural component of many value-added chemicals including pharmaceuticals. In particular, bis(3-indolyl)methanes (BIMs) are an important subgroup of indoles, composed of two indole units. Herein, we report the development of a simple method to access BIMs derivatives in yields of up to 77 % by exploiting a tBuOK-mediated coupling reaction of indoles and benzyl alcohols.

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The National NMR Facility is supported by FCT, ROTEIRO/0031/2013-PINFRA/22161/2016, co-financed by FEDER through COMPETE2020, POCI, and PORLandFCT through PIDDAC) and CERMAX(022162).

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bis(indolyl)methanes indole tBuOK radicals benzylalcohols General Chemistry

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