Эта публикация цитируется в 13 научных статьях (всего в 13 статьях)
Communications
Unexpected formation of substituted naphthalenes and phenanthrenes in a GaCl3 mediated dimerization–fragmentation reaction of 2-arylcyclopropane-1,1-dicarboxylates
Аннотация:
Dimethyl 2-arylcyclopropane-1,1-dicarboxylates on heating with GaCl3 undergo dimerization to afford arylnaphthalenes or phenanthrenes. A possible reaction mechanism including elimination of two dimethyl malonate molecules was proposed, dimethyl malonate gallium complex Ga3+[H2C(CO2Me)2]3(GaCl–) was isolated and characterized by X-ray diffraction analysis.
Образец цитирования:
R. A. Novikov, A. V. Tarasova, K. Yu. Suponitsky, Yu. V. Tomilov, “Unexpected formation of substituted naphthalenes and phenanthrenes in a GaCl3 mediated dimerization–fragmentation reaction of 2-arylcyclopropane-1,1-dicarboxylates”, Mendeleev Commun., 24:6 (2014), 346–348
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc2576
https://www.mathnet.ru/rus/mendc/v24/i6/p346
Эта публикация цитируется в следующих 13 статьяx:
Maksim A. Boichenko, Alexey O. Chagarovskiy, Victor B. Rybakov, Igor V. Trushkov, Olga A. Ivanova, “Dimethyl 2-{[2-(2-Methoxy-1-methoxycarbonyl-2-oxoethyl)-4,5,7-trimethoxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1H-inden-1-yl]methyl}malonate”, Molbank, 2020:1 (2020), M1107
Dongyang Wang, Jing Zhao, Jun Chen, Qing Xu, Huan Li, “Intramolecular Arylative Ring Opening of Donor‐Acceptor Cyclopropanes in the Presence of Triflic Acid: Synthesis of 9H‐Fluorenes and 9,10‐Dihydrophenanthrenes”, Asian J Org Chem, 8:11 (2019), 2032
Andrei Hent, John Andraos, Strategies and Solutions to Advanced Organic Reaction Mechanisms, 2019, 43
Denis D. Borisov, Roman A. Novikov, Yury V. Tomilov, “Highly diastereoselective formation of 3,7-dioxabicyclo[3.3.0]octan-2-ones in reaction of 2-arylcyclopropanedicarboxylates with aromatic aldehydes using 1,2-zwitterionic reactivity type”, Tetrahedron Letters, 58:38 (2017), 3712
Roman A. Novikov, Anna V. Tarasova, Dmitry A. Denisov, Denis D. Borisov, Victor A. Korolev, Vladimir P. Timofeev, Yury V. Tomilov, “[4 + 2] Annulation of Donor–Acceptor Cyclopropanes with Acetylenes Using 1,2-Zwitterionic Reactivity”, J. Org. Chem., 82:5 (2017), 2724
Maxime Dousset, Jean‐Luc Parrain, Gaëlle Chouraqui, “Intriguing Electrophilic Reactivity of Donor–Acceptor Cyclopropanes: Experimental and Theoretical Studies”, Eur J Org Chem, 2017:35 (2017), 5238
Dmitry A. Denisov, Roman A. Novikov, Konstantin V. Potapov, Victor A. Korolev, Evgeny V. Shulishov, Yury V. Tomilov, “1,1 '-Bicyclopropyl-2,2-dicarboxylate and Cyclopropylmethylidenemalonate as Homovinylogs and Vinylogs of Donor-Acceptor Cyclopropanes”, ChemistrySelect, 1:20 (2016), 6374
Ekaterina M. Budynina, Konstantin L. Ivanov, Alexey O. Chagarovskiy, Victor B. Rybakov, Igor V. Trushkov, Mikhail Ya. Melnikov, “From Umpolung to Alternation: Modified Reactivity of Donor–Acceptor Cyclopropanes Towards Nucleophiles in Reaction with Nitroalkanes”, Chemistry A European J, 22:11 (2016), 3692
Roman A. Novikov, Anna V. Tarasova, Victor A. Korolev, Evgeny V. Shulishov, Vladimir P. Timofeev, Yury V. Tomilov, “Donor–Acceptor Cyclopropanes as 1,2-Dipoles in GaCl3-Mediated [4 + 2]-Annulation with Alkenes: Easy Access to the Tetralin Skeleton”, J. Org. Chem., 80:16 (2015), 8225
Roman A. Novikov, Anna V. Tarasova, Kyrill Yu. Suponitsky, Yury V. Tomilov, “ChemInform Abstract: Unexpected Formation of Substituted Naphthalenes and Phenanthrenes in a GaCl3 Mediated Dimerization—Fragmentation Reaction of 2‐Arylcyclopropane‐1,1‐dicarboxylates.”, ChemInform, 46:16 (2015)
R. A. Novikov, Yu. V. Tomilov, “Dimerization of donor–acceptor cyclopropanes”, Mendeleev Commun., 25:1 (2015), 1–10
R. A. Novikov, A. V. Tarasova, Yu. V. Tomilov, “GaCl3-mediated acyclic dimerization of donor–acceptor cyclopropanes using 1,2-dipole reactivity”, Mendeleev Commun., 25:5 (2015), 341–343
R. A. Novikov, A. V. Tarasova, Yu. V. Tomilov, “Synthesis of substituted naphthalenes by GaCl3-mediated cross-dimerization—fragmentation of 2-arylcyclopropane-1,1-dicarboxylates”, Russ Chem Bull, 63:12 (2014), 2737
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