Bi(OTf)3 as Mild, Efficient and Cost-Effective Catalyst for the Alkylation of N-Heterocycles with Epoxides

Jhillu   S.   Yadav; Basi   V.   Subbareddy; Avvaru   D.   Krishna; Ailuri   R.   Reddy; Akkirala   V.   Narsaiah

doi:10.2174/157017808785740453

Abstract

Epoxides undergo smooth ring opening with N-heterocyclic compounds such as indoles and pyrroles in the presence of a catalytic amount of bismuth triflate under mild conditions to produce C-alkylated indole and pyrrole derivatives in high yields with a high regioselectivity. Imidazole and benzotriazole affords N-alkylated products under identical conditions.

Keywords: Epoxides, bismuth compounds, N-heterocycles, tryptophol derivatives

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Letters in Organic Chemistry

Title: Bi(OTf)3 as Mild, Efficient and Cost-Effective Catalyst for the Alkylation of N-Heterocycles with Epoxides

Volume: 5 Issue: 6

Author(s): Jhillu S. Yadav, Basi V. Subbareddy, Avvaru D. Krishna, Ailuri R. Reddy and Akkirala V. Narsaiah

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Keywords: Epoxides, bismuth compounds, N-heterocycles, tryptophol derivatives

Abstract: Epoxides undergo smooth ring opening with N-heterocyclic compounds such as indoles and pyrroles in the presence of a catalytic amount of bismuth triflate under mild conditions to produce C-alkylated indole and pyrrole derivatives in high yields with a high regioselectivity. Imidazole and benzotriazole affords N-alkylated products under identical conditions.

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Yadav S. Jhillu, Subbareddy V. Basi, Krishna D. Avvaru, Reddy R. Ailuri and Narsaiah V. Akkirala, Bi(OTf)3 as Mild, Efficient and Cost-Effective Catalyst for the Alkylation of N-Heterocycles with Epoxides, Letters in Organic Chemistry 2008; 5 (6) . https://dx.doi.org/10.2174/157017808785740453