Аннотация:
Novel fluorinated norbornadienes were synthesized in up to 95% yield by the base-induced elimination of HNO2 from 5-fluoro-5-nitro-6-arylbicyclo[2.2.1]hept-2-enes prepared, in turn, by the Diels–Alder reaction of β-fluoro-β-nitrostyrenes with cyclopentadiene. The subsequent epoxidation initiated the Meinwald type rearrangement affording 6-aryl-bicyclo[3.1.0]hex-2-ene-6-carboxylic acid fluorides as individual (1SR,5RS,6RS)-diastereomers. The transformation is the first example of fluoro-Meinwald rearrangement to form the corresponding acyl fluorides.
Образец цитирования:
S. A. Ponomarev, R. V. Larkovich, A. S. Aldoshin, V. N. Khrustalev, V. G. Nenajdenko, “The first example of fluoro-Meinwald rearrangement”, Mendeleev Commun., 33:2 (2023), 188–190
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc345
https://www.mathnet.ru/rus/mendc/v33/i2/p188
Эта публикация цитируется в следующих 4 статьяx:
I. I. Stoikov, I. S. Antipin, V. A. Burilov, A. R. Kurbangalieva, N. V. Rostovskii, A. S. Pankova, I. A. Balova, Yu. O. Remizov, L. M. Pevzner, M. L. Petrov, A. V. Vasilyev, A. D. Averin, I. P. Beletskaya, V. G. Nenajdenko, E. K. Beloglazkina, S. P. Gromov, S. S. Karlov, T. V. Magdesieva, A. A. Prishchenko, S. V. Popkov, A. O. Terent'ev, G. V. Tsaplin, T. P. Kustova, L. B. Kochetova, N. A. Magdalinova, E. A. Krasnokutskaya, A. V. Nyuchev, Yu. L. Kuznetsova, A. Yu. Fedorov, A. Yu. Egorova, V. S. Grinev, V. V. Sorokin, K. L. Ovchinnikov, E. R. Kofanov, A. V. Kolobov, V. L. Rusinov, G. V. Zyryanov, E. V. Nosov, V. A. Bakulev, N. P. Belskaya, T. V. Berezkina, D. L. Obydennov, V. Ya. Sosnovskikh, S. G. Bakhtin, O. V. Baranova, V. S. Doroshkevich, G. Z. Raskildina, R. M. Sultanova, S. S. Zlotskii, V. D. Dyachenko, I. V. Dyachenko, A. S. Fisyuk, V. V. Konshin, V. V. Dotsenko, E. A. Ivleva, A. N. Reznikov, Yu. N. Klimochkin, D. A. Aksenov, N. A. Aksenov, A. V. Aksenov, V. V. Burmistrov,, “Organic Chemistry in Russian Universities. Achievements of Recent Years”, Russ J Org Chem, 60:8 (2024), 1361
Yulong Zhang, Bowen Hu, Yushuang Chen, Zhen Wang, “Review on Catalytic Meinwald Rearrangement of Epoxides”, Chemistry A European J, 30:59 (2024)
I. I. Stoykov, I. S. Antipin, V. A. Burilov, A. R. Kurbangalieva, N. V. Rostovsky, A. S. Pankova, I. A. Balova, Yu. O. Remizov, L. M. Pevzner, M. L. Petrov, A. V. Vasily, A. D. Averin, I. P. Beletskaya, V. G. Nenaydenko, E. K. Beloglazkina, S. P. Gromov, S. S. Karlov, T. V. Magdesieva, A. A. Prishchenko, S. V. Popkov, A. O. Terentyev, G. V. Tsaplin, T. P. Kustova, L. B. Kochetova, N. A. Magdalinova, E. A. Krasnokutskaya, A. V. Nyuchev, Yu. L. Kuznetsova, A. Yu. Fedorov, A. Yu. Egorova, V. S. Grinev, V. V. Sorokin, K. L. Ovchinnikov, E. R. Kofanov, A. V. Kolobov, V. L. Rusinov, G. V. Zyryanov, E. V. Nosov, V. A. Bakulev, N. P. Belskaya, T. V. Berezkina, D. L. Obydennov, V. Ya. Sosnovskikh, S. G. Bakhtin, O. V. Baranova, V. S. Doroshkevich, G. Z. Raskildina, R. M. Sultanova, S. S. Zlotskiy, V. D. Dyachenko, I. V. Dyachenko, A. S. Fisyuk, V. V. Konshin, V. V. Dotsenko, E. A. Ivleva, A. N. Reznikov, Yu. N. Klimochkin, D. A. Aksenov, N. A. Aksenov, A. V. Aksenov, V. V. Burmistrov, G. M. But, “Organic Chemistry in Russian Universities: Achievements of recent years”, Žurnal organičeskoj himii, 60:2-3 (2024)
P. L. Kuznetsova, V. E. Shambalova, A. S. Aldoshin, K. A. Lyssenko, V. G. Nenajdenko, “Preparation of fluorinated 5,5′-dialkylsubstituted dipyrromethanes”, Russ Chem Bull, 73:12 (2024), 3601
Обратная связь: