Convenient Synthesis of Functionalized Cyclopropa[c]coumarin-1a-carboxylates
Olga A. Ivanova,
Vladimir A. Andronov,
Irina I. Levina,
Alexey O. Chagarovskiy,
Leonid G. Voskressensky,
Igor V. Trushkov
Affiliations
Olga A. Ivanova
Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie gory 1-3, Moscow 119991, Russia
Vladimir A. Andronov
Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie gory 1-3, Moscow 119991, Russia
Irina I. Levina
N. M. Emanuel Institute of Biochemical Physics, Russia Academy of Sciences, Kosygina 4, Moscow 119334, Russia
Alexey O. Chagarovskiy
Laboratory of Chemical Synthesis, Dmitry Rogachev National Research Center of Pediatric Hematology, Oncology and Immunology, Samory Mashela 1, Moscow 117997, Russia
Leonid G. Voskressensky
Faculty of Science, RUDN University, Miklukho-Maklaya 6, Moscow 117198, Russia
Igor V. Trushkov
Laboratory of Chemical Synthesis, Dmitry Rogachev National Research Center of Pediatric Hematology, Oncology and Immunology, Samory Mashela 1, Moscow 117997, Russia
A simple method has been developed for the synthesis of cyclopropa[c]coumarins, which belong to the donor-acceptor cyclopropane family and, therefore, are promising substrates for the preparation of chromene-based fine chemicals. The method, based on the acetic acid-induced intramolecular transesterification of 2-arylcyclopropane-1,1-dicarboxylates, was found to be efficient for substrates containing hydroxy group directly attached to the aromatic ring.
