Abstract <p>A new regioselective method for the synthesis of 3-benzoyl-imidazopyridines has been developed. The reaction proceeds via ring opening and closing cascade mechanism (ROCC) of 3-formyl chromone with 2-amino pyridine. This is the first report for the preparation of (2-hydroxyphenyl)(imidazo[1,2-a]pyridin-3-yl)methanone derivatives using I<sub>2</sub>/NH<sub>4</sub>OAc. This approach has several advantages, including easy access to starting materials, no metals used and avoiding toxic peroxides thereby providing a green approach for the synthesis of imidazopyridine.</p> Graphical abstract <p><b>Synopsis (for Contents page)</b>: A new regioselective method for the synthesis of 3-benzoyl-imidazopyridines via ring opening and closing cascade mechanism (ROCC) of 3-formyl chromone with 2-amino pyridine has been described. This is the first report for the preparation of (2-hydroxyphenyl)(imidazo[1,2-a]pyridin-3-yl)methanone derivatives using I2/NH4OAc. </p>

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A novel synthesis of C3-carbonylated imidazopyridines by the ring opening and closing cascade (ROCC) mechanism

  • Pradeepkumar Thota,
  • Sandeep Sunkaraboina,
  • Poosa Mallesham,
  • K Shivakumar,
  • Krishna S Ethiraj,
  • Satyanarayana Yennam,
  • Manoranjan Behera

摘要

Abstract

A new regioselective method for the synthesis of 3-benzoyl-imidazopyridines has been developed. The reaction proceeds via ring opening and closing cascade mechanism (ROCC) of 3-formyl chromone with 2-amino pyridine. This is the first report for the preparation of (2-hydroxyphenyl)(imidazo[1,2-a]pyridin-3-yl)methanone derivatives using I2/NH4OAc. This approach has several advantages, including easy access to starting materials, no metals used and avoiding toxic peroxides thereby providing a green approach for the synthesis of imidazopyridine.

Graphical abstract

Synopsis (for Contents page): A new regioselective method for the synthesis of 3-benzoyl-imidazopyridines via ring opening and closing cascade mechanism (ROCC) of 3-formyl chromone with 2-amino pyridine has been described. This is the first report for the preparation of (2-hydroxyphenyl)(imidazo[1,2-a]pyridin-3-yl)methanone derivatives using I2/NH4OAc.