A facile and efficient carbocatalytic route to quaternary C-bearing N-tosylaziridines from Morita-Baylis-Hillman adduct in water |
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| Authors: | Prashant Shukla Suhasini Mahata Hemant Kashyap Manorama Singh Vijai K Rai Ankita Rai |
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| Institution: | 1. School of Physical Sciences, Jawaharlal Nehru University, New Delhi 110 067, India;2. Department of Chemistry, Guru Ghasidas Vishwavidyalaya, Bilaspur, Chhattisgarh 495 009, India |
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| Abstract: | Graphene oxide (GO)/GO-I2 co-catalyzed green synthesis of tosylaziridine bearing keto and nitrile/ester functional groups is reported. The strategy involves sequential GO-catalyzed oxidation of benzylic alcohol and GO-I2 catalyzed nitrene insertion into olefin of Morita-Baylis-Hillman adduct. Operational simplicity, use of water as solvent, ambient reaction conditions, excellent yield of products (88–96%) and recyclability of catalyst up to five times without any substantial change in morphology as well as catalytic efficiency are the salient features of the envisaged protocol. |
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| Keywords: | Corresponding author Graphene oxide MBH alcohol Aziridines Aqueous medium |
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