Transition metal free hydrolysis/cyclization strategy in a single pot: Synthesis of fused furo N-heterocycles of pharmacological interest

Ali Nakhi; Md Shafiqur Rahman; Guru Pavan Kumar Seerapu; Rakesh Kumar Banote; Kummari Lalith Kumar; Pushkar Kulkarni; Devyani Haldar; Manojit Pal

doi:10.1039/c3ob41069b

Transition metal free hydrolysis/cyclization strategy in a single pot: Synthesis of fused furo N-heterocycles of pharmacological interest

Ali Nakhi, Md Shafiqur Rahman, Guru Pavan Kumar Seerapu, Rakesh Kumar Banote, Kummari Lalith Kumar, Pushkar Kulkarni, Devyani Haldar, Manojit Pal

Research output: Contribution to journal › Article › peer-review

30 Scopus citations

Abstract

A transition metal free tandem two-step strategy has been developed involving hydrolysis of 2-chloro-3-alkynyl quinoxalines/pyrazines followed by in situ cyclization of the corresponding 2-hydroxy-3-alkynyl intermediates in a single pot leading to fused furo N-heterocycles as potential inhibitors of sirtuins. A representative compound showed promising pharmacological properties in vitro and in vivo.

Original language	English (US)
Pages (from-to)	4930-4934
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	11
Issue number	30
DOIs	https://doi.org/10.1039/c3ob41069b
State	Published - Aug 14 2013
Externally published	Yes

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Copyright 2013 Elsevier B.V., All rights reserved.

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AU - Rahman, Md Shafiqur

AU - Seerapu, Guru Pavan Kumar

AU - Banote, Rakesh Kumar

AU - Kumar, Kummari Lalith

AU - Kulkarni, Pushkar

AU - Haldar, Devyani

AU - Pal, Manojit

PY - 2013/8/14

Y1 - 2013/8/14

N2 - A transition metal free tandem two-step strategy has been developed involving hydrolysis of 2-chloro-3-alkynyl quinoxalines/pyrazines followed by in situ cyclization of the corresponding 2-hydroxy-3-alkynyl intermediates in a single pot leading to fused furo N-heterocycles as potential inhibitors of sirtuins. A representative compound showed promising pharmacological properties in vitro and in vivo.

AB - A transition metal free tandem two-step strategy has been developed involving hydrolysis of 2-chloro-3-alkynyl quinoxalines/pyrazines followed by in situ cyclization of the corresponding 2-hydroxy-3-alkynyl intermediates in a single pot leading to fused furo N-heterocycles as potential inhibitors of sirtuins. A representative compound showed promising pharmacological properties in vitro and in vivo.

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ER -

Transition metal free hydrolysis/cyclization strategy in a single pot: Synthesis of fused furo N-heterocycles of pharmacological interest

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