4.4 Article

Simple and efficient microwave-assisted synthesis of new N-biphenyl cinnamamides/3-arylpropanamides and C6-substituted phenanthridines

Journal

TETRAHEDRON LETTERS
Volume 121, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2023.154461

Keywords

N-biphenyl-cinnamamides; N-biphenyl-3-arylpropanamides; Microwave-irradiation; Suzuki-Miyaura coupling; Phenanthridines; Pictet-Hubert reaction

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We report an efficient method for synthesizing a series of new N-biphenyl-cinnamamides/3-arylpropanamides through a three-step, clean, good-yielding, and environmentally-friendly microwave-assisted procedure. The compounds were fully characterized by FT-IR, 1H, and 13C NMR and are reported for the first time.
We hereby report an efficient method for the preparation of a series of new N-biphenyl-cinnamamides/3-arylpropanamides through a three-step, clean, good-yielding, environment-friendly microwave-assisted procedure for the Suzuki-Miyaura coupling/basic hydrolysis/N-amidation from 2-bromoacetanilides and arylboronic acids as available starting reagents. The N-biphenyl-3-arylpropanamides obtained were con-verted into new 6-phenethylphenanthridine derivatives carrying out a subsequent cyclization reaction by means of a Pictet-Hubert microwave-assisted process. The structures of the compounds were fully char-acterized by FT-IR, 1H, and 13C NMR and are reported for the first time. (c) 2023 Elsevier Ltd. All rights reserved.

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