The Experts below are selected from a list of 513 Experts worldwide ranked by ideXlab platform
Gong Chen - One of the best experts on this subject based on the ideXlab platform.
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synthesis of Phenanthridines via palladium catalyzed picolinamide directed sequential c h functionalization
Beilstein Journal of Organic Chemistry, 2013Co-Authors: Ryan M Pearson, Nicola Y Edwards, Shuyu Zhang, Gang He, Gong ChenAbstract:We report a new synthesis of Phenanthridines based on palladium-catalyzed picolinamide-directed sequential C–H functionalization reactions starting from readily available benzylamine and aryl iodide precursors. Under the catalysis of Pd(OAc)2, the ortho-C–H bond of benzylpicolinamides is first arylated with an aryl iodide. The resulting biaryl compound is then subjected to palladium-catalyzed picolinamide-directed intramolecular dehydrogenative C–H amination with PhI(OAc)2 oxidant to form the corresponding cyclized dihydroPhenanthridines. The benzylic position of these dihydroPhenanthridines could be further oxidized with Cu(OAc)2, removing the picolinamide group and providing phenathridine products. The cyclization and oxidation could be carried out in a single step and afford phenathridines in moderate to good yields.
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Synthesis of Phenanthridines via palladium-catalyzed picolinamide-directed sequential C–H functionalization
Beilstein Journal of Organic Chemistry, 2013Co-Authors: Ryan M Pearson, Nicola Y Edwards, Shuyu Zhang, Gang He, Gong ChenAbstract:We report a new synthesis of Phenanthridines based on palladium-catalyzed picolinamide-directed sequential C–H functionalization reactions starting from readily available benzylamine and aryl iodide precursors. Under the catalysis of Pd(OAc)2, the ortho-C–H bond of benzylpicolinamides is first arylated with an aryl iodide. The resulting biaryl compound is then subjected to palladium-catalyzed picolinamide-directed intramolecular dehydrogenative C–H amination with PhI(OAc)2 oxidant to form the corresponding cyclized dihydroPhenanthridines. The benzylic position of these dihydroPhenanthridines could be further oxidized with Cu(OAc)2, removing the picolinamide group and providing phenathridine products. The cyclization and oxidation could be carried out in a single step and afford phenathridines in moderate to good yields.
Lei Zhou - One of the best experts on this subject based on the ideXlab platform.
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synthesis of 6 substituted Phenanthridines by metal free visible light induced aerobic oxidative cyclization of 2 isocyanobiphenyls with hydrazines
Green Chemistry, 2014Co-Authors: Tiebo Xiao, Qile Wang, Guoliang Lin, Ping Zhang, Zongwan Mao, Lei ZhouAbstract:Irradiation of hydrazines with visible-light in the presence of organic dye eosin B generates various types of functional radicals, which are trapped by 2-isocyanobiphenyls to give 6-substituted Phenanthridines.
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phi oac 2 mediated synthesis of 6 trifluoromethyl Phenanthridines by oxidative cyclization of 2 isocyanobiphenyls with cf3sime3 under metal free conditions
Organic Letters, 2013Co-Authors: Qile Wang, Xichang Dong, Tiebo Xiao, Lei ZhouAbstract:A mild and efficient method for the synthesis of 6-(trifluoromethyl)Phenanthridines through oxidative cyclization of 2-isocyanobiphenyls with CF3SiMe3 under metal-free conditions was developed. The reaction allows the direct formation of C–CF3 bonds and rapid access to phenanthridine ring systems in one catalytic cycle.
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PhI(OAc)2‑Mediated Synthesis of 6‑(Trifluoromethyl)Phenanthridines by Oxidative Cyclization of 2‑Isocyanobiphenyls with CF3SiMe3 under Metal-Free Conditions
2013Co-Authors: Qile Wang, Xichang Dong, Tiebo Xiao, Lei ZhouAbstract:A mild and efficient method for the synthesis of 6-(trifluoromethyl)Phenanthridines through oxidative cyclization of 2-isocyanobiphenyls with CF3SiMe3 under metal-free conditions was developed. The reaction allows the direct formation of C–CF3 bonds and rapid access to phenanthridine ring systems in one catalytic cycle
Seong Gyoung Gang - One of the best experts on this subject based on the ideXlab platform.
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a facile synthesis of benzo c phenanthridine alkaloids oxynitidine and oxysanguinarine using lithiated toluamide benzonitrile cycloaddition
Tetrahedron Letters, 2004Co-Authors: Thanh Nguyen Le, Seong Gyoung GangAbstract:Abstract Benzo[c]phenanthridine alkaloids oxynitidine and oxysanguinarine were synthesized from easily available starting benzonitrile 5 and toluamide 6 using toluamide–benzonitrile cycloaddition reaction in six steps. This method is so highly efficient that it could be a more useful way for preparing fully aromatized benzo[c]phenanthridine compounds.
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a versatile total synthesis of benzo c phenanthridine and protoberberine alkaloids using lithiated toluamide benzonitrile cycloaddition
Journal of Organic Chemistry, 2004Co-Authors: Thanh Nguyen Le, Seong Gyoung GangAbstract:A new versatile synthesis of benzo[c]phenanthridine and protoberberine alkaloids using lithiated toluamide−benzonitrile cycloaddition was carried out. The coupling reaction between benzonitrile 6 with o-toluamides (8a−c) afforded 3-arylisoquinolines (9a−c) that were transformed to the protoberberines (11a−c) or benzo[c]Phenanthridines (14a−c). These compounds were synthesized by ring closure of the two-carbon chain on either position 2 or 4 of the 3-arylisoquinolinone (9a−c). Several kinds of substituted benzo[c]phenanthridine alkaloids such as oxysanguinarine, oxyavicine, and oxynitidine as well as protoberberines such as 8-oxocoptisine, 8-oxopseudoberberine, and 8-oxopseudocoptisine were synthesized.
Ryan M Pearson - One of the best experts on this subject based on the ideXlab platform.
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synthesis of Phenanthridines via palladium catalyzed picolinamide directed sequential c h functionalization
Beilstein Journal of Organic Chemistry, 2013Co-Authors: Ryan M Pearson, Nicola Y Edwards, Shuyu Zhang, Gang He, Gong ChenAbstract:We report a new synthesis of Phenanthridines based on palladium-catalyzed picolinamide-directed sequential C–H functionalization reactions starting from readily available benzylamine and aryl iodide precursors. Under the catalysis of Pd(OAc)2, the ortho-C–H bond of benzylpicolinamides is first arylated with an aryl iodide. The resulting biaryl compound is then subjected to palladium-catalyzed picolinamide-directed intramolecular dehydrogenative C–H amination with PhI(OAc)2 oxidant to form the corresponding cyclized dihydroPhenanthridines. The benzylic position of these dihydroPhenanthridines could be further oxidized with Cu(OAc)2, removing the picolinamide group and providing phenathridine products. The cyclization and oxidation could be carried out in a single step and afford phenathridines in moderate to good yields.
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Synthesis of Phenanthridines via palladium-catalyzed picolinamide-directed sequential C–H functionalization
Beilstein Journal of Organic Chemistry, 2013Co-Authors: Ryan M Pearson, Nicola Y Edwards, Shuyu Zhang, Gang He, Gong ChenAbstract:We report a new synthesis of Phenanthridines based on palladium-catalyzed picolinamide-directed sequential C–H functionalization reactions starting from readily available benzylamine and aryl iodide precursors. Under the catalysis of Pd(OAc)2, the ortho-C–H bond of benzylpicolinamides is first arylated with an aryl iodide. The resulting biaryl compound is then subjected to palladium-catalyzed picolinamide-directed intramolecular dehydrogenative C–H amination with PhI(OAc)2 oxidant to form the corresponding cyclized dihydroPhenanthridines. The benzylic position of these dihydroPhenanthridines could be further oxidized with Cu(OAc)2, removing the picolinamide group and providing phenathridine products. The cyclization and oxidation could be carried out in a single step and afford phenathridines in moderate to good yields.
Qile Wang - One of the best experts on this subject based on the ideXlab platform.
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synthesis of 6 substituted Phenanthridines by metal free visible light induced aerobic oxidative cyclization of 2 isocyanobiphenyls with hydrazines
Green Chemistry, 2014Co-Authors: Tiebo Xiao, Qile Wang, Guoliang Lin, Ping Zhang, Zongwan Mao, Lei ZhouAbstract:Irradiation of hydrazines with visible-light in the presence of organic dye eosin B generates various types of functional radicals, which are trapped by 2-isocyanobiphenyls to give 6-substituted Phenanthridines.
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phi oac 2 mediated synthesis of 6 trifluoromethyl Phenanthridines by oxidative cyclization of 2 isocyanobiphenyls with cf3sime3 under metal free conditions
Organic Letters, 2013Co-Authors: Qile Wang, Xichang Dong, Tiebo Xiao, Lei ZhouAbstract:A mild and efficient method for the synthesis of 6-(trifluoromethyl)Phenanthridines through oxidative cyclization of 2-isocyanobiphenyls with CF3SiMe3 under metal-free conditions was developed. The reaction allows the direct formation of C–CF3 bonds and rapid access to phenanthridine ring systems in one catalytic cycle.
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PhI(OAc)2‑Mediated Synthesis of 6‑(Trifluoromethyl)Phenanthridines by Oxidative Cyclization of 2‑Isocyanobiphenyls with CF3SiMe3 under Metal-Free Conditions
2013Co-Authors: Qile Wang, Xichang Dong, Tiebo Xiao, Lei ZhouAbstract:A mild and efficient method for the synthesis of 6-(trifluoromethyl)Phenanthridines through oxidative cyclization of 2-isocyanobiphenyls with CF3SiMe3 under metal-free conditions was developed. The reaction allows the direct formation of C–CF3 bonds and rapid access to phenanthridine ring systems in one catalytic cycle
