Cascade reaction for the construction of CF3 containing tetrasubstituted furan ring

Manoj K. Choudhary; Venkata Subba Rao Ganga; Tusharkumar Menapara; Rukhsana I. Kureshy; Noor-ul H. Khan; Sayed H. R. Abdi; Eringathodi Suresh

doi:10.1039/C6RA19782E

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Cascade reaction for the construction of CF₃ containing tetrasubstituted furan ring†

Manoj K. Choudhary,‡^ab Venkata Subba Rao Ganga,‡^ab Tusharkumar Menapara,‡^ab Rukhsana I. Kureshy,‡*^ab Noor-ul H. Khan,‡^ab Sayed H. R. Abdi ‡^ab and Eringathodi Suresh

‡^bc

Author affiliations

* Corresponding authors

^a Inorganic Materials and Catalysis Division, Central Salt and Marine Chemicals Research Institute (CSMCRI), Bhavnagar-364 002, Gujarat, India
E-mail: rkureshy@csmcri.org
Fax: +91-278-2566970
Tel: +91-278-2567760

^b Academy of Scientific and Innovative Research (AcSIR), Central Salt and Marine Chemicals Research Institute (CSMCRI), Council of Scientific & Industrial Research (CSIR), G. B. Marg, Bhavnagar-364 002, Gujarat, India

^c Analytical Division and Centralised Instrument Facility, Central Salt and Marine Chemicals Research Institute (CSMCRI), Bhavnagar-364 002, Gujarat, India

Abstract

Activated olefins are well known nucleophiles, but proton abstraction from the substituted α-methyl group in nitroolefin is rare. We report the first DBU-catalysed one-pot reaction of TFMK and activated nitroolefin followed by intramolecular cyclization reaction, to construct stereogenic center containing a furan core with CF₃ in excellent yields (up to >95%).

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Article information

DOI: https://doi.org/10.1039/C6RA19782E
Article type: Paper
Submitted: 04 Aug 2016
Accepted: 26 Oct 2016
First published: 27 Oct 2016

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RSC Adv., 2016,6, 104148-104153

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Cascade reaction for the construction of CF₃ containing tetrasubstituted furan ring

M. K. Choudhary, V. S. Rao Ganga, T. Menapara, R. I. Kureshy, N. H. Khan, S. H. R. Abdi and E. Suresh, RSC Adv., 2016, 6, 104148 DOI: 10.1039/C6RA19782E

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