Surfactant/I₂/Water:  An Efficient System for Deprotection of Oximes and Imines to Carbonyls under Neutral Conditions in Water

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Abstract

I₂/surfactant/water system deprotecting oximes and imines to the corresponding carbonyl compounds under neutral conditions in water at 25−40 °C with very high to excellent yields.

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This article has been cited by 3 ACS Journal articles (3 most recent appear below).

• 

  Sodium Nitrite Catalyzed Aerobic Oxidative Deoximation under Mild Conditions

  Guofu Zhang, Xin Wen, Yong Wang, Weimin Mo, and Chengrong Ding
  The Journal of Organic Chemistry2011 Article ASAP

  • Sodium Nitrite Catalyzed Aerobic Oxidative Deoximation under Mild Conditions

    Guofu Zhang, Xin Wen, Yong Wang, Weimin Mo, and Chengrong Ding
    The Journal of Organic Chemistry2011 Article ASAP

    A mild, simple process for the effective deoximation of a wide range of ketoximes and aldoximes has been developed, which utilizes available NaNO2 as the catalyst and molecular oxygen as the green oxidant. Notably Amberlyst-15, which acts as the initiator ...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
• 

  Conversion of Oximes to Carbonyl Compounds with 2-Nitro-4,5-dichloropyridazin-3(2H)-one

  Bo Ram Kim, Hyung-Geun Lee, Eun Jung Kim, Sang-Gyeong Lee and Yong-Jin Yoon
  The Journal of Organic Chemistry2010 75 (2), 484-486

  • Conversion of Oximes to Carbonyl Compounds with 2-Nitro-4,5-dichloropyridazin-3(2H)-one

    Bo Ram Kim, Hyung-Geun Lee, Eun Jung Kim, Sang-Gyeong Lee and Yong-Jin Yoon
    The Journal of Organic Chemistry2010 75 (2), 484-486

    Conversion of oximes to the carbonyl compounds has been demonstrated with use of 2-nitro-4,5-dichloropyridazin-3(2H)-one (2) under microwave irradiated conditions. Fourteen aliphatic and aromatic oximes converted to their corresponding aldehydes and ...

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• 

  Stereoselective Synthesis of Chiral Oxepanes and Pyrans through Intramolecular Nitrone Cycloaddition in Organized Aqueous Media

  Amrita Chatterjee and Pranab K. Bhattacharya
  The Journal of Organic Chemistry2006 71 (1), 345-348

  • Stereoselective Synthesis of Chiral Oxepanes and Pyrans through Intramolecular Nitrone Cycloaddition in Organized Aqueous Media

    Amrita Chatterjee and Pranab K. Bhattacharya
    The Journal of Organic Chemistry2006 71 (1), 345-348

    A highly stereoselective surfactant-catalyzed intramolecular nitrone (formed by dehydration in water) cycloaddition in aqueous media leading to exclusive formation of a single isomer is reported. Either oxepane or pyran is formed from 3-O-allyl furanoside ...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links

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