Rearrangement of 3-cyano-5 H -chromeno[2,3- b ]pyridines to 1,6-naphthyridine derivatives
作者： Anastasiya Yu. Alekseeva , Ivan N. Bardasov , Nataliya L. Malyshkina , Oleg V. Ershov
DOI: 10.1007/S10593-017-2168-8
关键词: Sigmatropic reaction 、 ANRORC mechanism 、 Chemistry 、 Ring (chemistry) 、 Pyridine 、 Medicinal chemistry
摘要: The rearrangements of substituted 5H-chromeno[2,3-b]pyridines in basic medium are described. Such reactions proceed via ANRORC mechanism and rotation pyridine ring, resulting the formation 1,6-naphthyridine derivatives high yields.
springer.com
sci-hub.se 参考文章(8)
Simonas Rudys, Carla Ríos-Luci, Eduardo Pérez-Roth, Inga Cikotiene, José M. Padrón, Antiproliferative activity of novel benzo[b][1,6]naphthyridines in human solid tumor cell lines Bioorganic & Medicinal Chemistry Letters. ,vol. 20, pp. 1504- 1506 ,(2010) , 10.1016/J.BMCL.2010.01.112
Ornella Di Pietro, F. Javier Pérez-Areales, Jordi Juárez-Jiménez, Alba Espargaró, M. Victòria Clos, Belén Pérez, Rodolfo Lavilla, Raimon Sabaté, F. Javier Luque, Diego Muñoz-Torrero, Tetrahydrobenzo[h][1,6]naphthyridine-6-chlorotacrine hybrids as a new family of anti-Alzheimer agents targeting β-amyloid, tau, and cholinesterase pathologies European Journal of Medicinal Chemistry. ,vol. 84, pp. 107- 117 ,(2014) , 10.1016/J.EJMECH.2014.07.021
Magdy A. Ibrahim, Nasser M. El-Gohary, Studies on the Chemical Transformations of Simple Condensates Derived from 3-Formylchromone under Nucleophilic Conditions Heterocycles. ,vol. 89, pp. 413- 425 ,(2014) , 10.3987/COM-13-12899
Henk C. Van der Plas, The Sn (ANRORC) Mechanism: A new Mechanism for Nucleophilic Substitution Accounts of Chemical Research. ,vol. 2, pp. 462- 468 ,(1978) , 10.1021/AR50132A005
Guy Falardeau, Hugo Lachance, Annie St-Pierre, Constantin G. Yannopoulos, Marc Drouin, Jean Bédard, Laval Chan, Design and synthesis of a potent macrocyclic 1,6-napthyridine anti-human cytomegalovirus (HCMV) inhibitors Bioorganic & Medicinal Chemistry Letters. ,vol. 15, pp. 1693- 1695 ,(2005) , 10.1016/J.BMCL.2005.01.050
Komuraiah Buduma, Srinivas Chinde, Niranjana Kumar Arigari, Paramjit Grover, K.V.N.S. Srinivas, J. Kotesh Kumar, Iodine catalyzed simple and efficient synthesis of antiproliferative 2-pyridones. Bioorganic & Medicinal Chemistry Letters. ,vol. 26, pp. 2159- 2163 ,(2016) , 10.1016/J.BMCL.2016.03.071
Yu Cheng, Jian Shen, Run-Ze Peng, Gui-Feng Wang, Jian-Ping Zuo, Ya-Qiu Long, Structure-based optimization and derivatization of 2-substituted quinolone-based non-nucleoside HCV NS5B inhibitors with submicromolar cellular replicon potency. Bioorganic & Medicinal Chemistry Letters. ,vol. 26, pp. 2900- 2906 ,(2016) , 10.1016/J.BMCL.2016.04.042
H.C. van der Plas, The S N (ANRORC) Mechanism: A New Mechamism for Nucleophilic Substitution Accounts of Chemical Research. ,vol. 11, pp. 462- 462 ,(1978)