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Issue 8, 2015
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I2 catalyzed tandem protocol for synthesis of quinoxalines via sp3, sp2 and sp C–H functionalization

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Abstract

One-pot, atom-economic synthesis of quinoxalines has been achieved through generation of arylglyoxal from easily available ethylarenes, ethylenearenes and ethynearenes, and subsequent condensation with o-phenylenediamines. Catalytic I2 with TBHP as an oxidant in DMSO is the system of choice for this domino reaction involving C–H functionalization/oxidative cyclization. This metal-free, mechanistically distinct and functional group tolerant tandem approach could be a powerful complement to traditional approaches for the synthesis of quinoxalines.

Graphical abstract: I2 catalyzed tandem protocol for synthesis of quinoxalines via sp3, sp2 and sp C–H functionalization

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The article was received on 13 Aug 2014, accepted on 08 Dec 2014 and first published on 10 Dec 2014


Article type: Paper
DOI: 10.1039/C4RA08589B
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Citation: RSC Adv., 2015,5, 5580-5590
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    I2 catalyzed tandem protocol for synthesis of quinoxalines via sp3, sp2 and sp C–H functionalization

    K. S. Vadagaonkar, H. P. Kalmode, K. Murugan and A. C. Chaskar, RSC Adv., 2015, 5, 5580
    DOI: 10.1039/C4RA08589B

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