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A novel synthesis of 3-((benzo[d]thiazol-2-ylamino)(phenyl)methyl)-4-hydroxy-1-methylquinolin-2(1H)-one via consecutive C–C and C–N bond formation in water

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Abstract

A simple, efficient, and eco-friendly protocol has been developed for the synthesis of novel 3-((benzo[d]thiazol-2-ylamino)(4-methoxyphenyl)methyl)-4-hydroxy-1-methylquinolin-2(1H)-one derivatives using a one-pot C–C and C–N bond forming strategy from the reaction of 4-hydroxy-1-methylquinolin-2(1H)-one, 2-aminobenzothiazole and aromatic aldehydes in aqueous solvent without using any metal catalyst. Several advantages of this protocol include its operational simplicity, short reaction time, mild reaction condition, efficient utilization of all the reactants, wide functional group tolerance, using water as an environmentally friendly solvent and non-chromatographic purification procedure.

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Authors and Affiliations

  1. Department of Image Science and Engineering, Pukyong National University, Busan, 608-737, Republic of Korea

    Maruti B. Yadav & Yeon Tae Jeong

  2. Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune, 411 008, India

    Sandip S. Vagh

Authors
  1. Maruti B. Yadav
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  2. Sandip S. Vagh
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  3. Yeon Tae Jeong
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Correspondence to Yeon Tae Jeong.

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Yadav, M.B., Vagh, S.S. & Jeong, Y.T. A novel synthesis of 3-((benzo[d]thiazol-2-ylamino)(phenyl)methyl)-4-hydroxy-1-methylquinolin-2(1H)-one via consecutive C–C and C–N bond formation in water. Res Chem Intermed 46, 3801–3815 (2020). https://doi.org/10.1007/s11164-020-04173-0

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