THE SYNTHESIS OF 1,4-DIHYDROQUINOLINE-3-CARBOXYLATES FROM 2-BENZOYL-3-[2-(DIALKYLAMINO)ARYL]ACRYLATES

Authors

  • Dmitrii S. Ivanov Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997
  • Alexander Yu. Smirnov Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997. Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997 https://orcid.org/0000-0002-1545-6604
  • Mikhail S. Baranov Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997. Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997 https://orcid.org/0000-0002-9339-7603

Keywords:

push-pull enamines, 1,4-dihydroquinoline-3-carboxylates, 1,5-hydride shift, dealkylation

Abstract

A method for the synthesis of 1,4-dihydroquinoline-3-carbonyl compounds from 2-benzoyl-3-[2-(dialkylamino)aryl]acrylates via the sequence of 1,5-hydride shift, dealkylation, and cyclization processes was proposed. The reaction products contained a push-pull enamine fragment.

Author Biography

Alexander Yu. Smirnov, Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997. Pirogov Russian National Research Medical University, 1 Ostrovityanova St., Moscow 117997

Группа химии гетероциклических соединений

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Published

2024-08-01

Issue

Vol. 60 No. 5/6 (2024)

Section

Original Papers