Simple approach to access tricyclic spiro dihydrofurans in a one-pot reaction

ABSTRACT

A simple and efficient one-pot protocol is accomplished to access tricyclic spiro dihydrofurans (4) by the reaction of β-enamino ketones (1) and dimedone (2) in ethanol followed by sequential addition of N-chlorosuccinimide at ambient temperature for the first time. The selectivity in desired product formation in good yields is the advantage of this protocol.

GRAPHICAL ABSTRACT

KEYWORDS:

• β-Enamino ketones
• dimedone
• N-chlorosuccinimide
• spiro dihydrofurans

Acknowledgment

BCJ is thankful to UGC, New Delhi for SRF.

Supplementary data

Experimental procedures, characterization, and spectral data for all the synthesized compounds and X-ray diffraction crystallographic data for the compound 4a which has been deposited on CCDC with deposition number 1450194 can be available free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html or from the Cambridge Crystallographic Data Centre (CCDC), 12 Union Road, Cambridge CB2 1EZ, UK; fax: [phone]; email: www.ccdc.cam.ac.uk/data_request/cif)