7022-46-0Relevant academic research and scientific papers
Microwave assisted synthesis of phenanthridinones and dihydrophenanthridines by vasicine/KO: T Bu promoted intramolecular C-H arylation
Sharma, Sushila,Kumar, Manoranjan,Sharma, Shruti,Nayal, Onkar S.,Kumar, Neeraj,Singh, Bikram,Sharma, Upendra
, p. 8536 - 8544 (2016/09/28)
A simple, efficient, rapid and transition metal-free methodology has been developed by utilizing vasicine (a natural product), as a catalyst for the synthesis of phenanthridinones and dihydrophenanthridines. The reaction proceeds through intramolecular C-H arylation with aryl halides in the presence of KOtBu as a base under microwave irradiation in sulfolane as a solvent. The reaction proceeds well with various aryl iodides, bromides and more remarkably with less reactive aryl chlorides for 15 minutes, providing the corresponding products in 45-90% yields.
[N,P]-pyrrole PdCl2 complexes catalyzed the formation of dibenzo-α-pyrone and lactam analogues
Suárez-Meneses,Oukhrib,Gouygou,Urrutigo?ty,Daran,Cordero-Vargas,Ortega-Alfaro,López-Cortés
supporting information, p. 9621 - 9630 (2016/07/06)
We herein report the synthesis and catalytic application of a new family of [N,P] ligands based on the pyrrole ring with alpha-phosphine or phosphole units. Their palladium complexes (3a-d) were obtained in very good yields and their catalytic properties were evaluated in the direct intramolecular arylation to obtain both benzopyranones and phenanthridinones. The air stable complex 3a exhibited the best catalytic performance of this series of complexes, using 1 mol% of catalyst in combination with microwaves to promote this reaction.
Formation of benzo[c]thiophen-1-aminium iodide by the reaction of o-alkynylbenzothioamide with iodine
Matsumoto, Shoji,Takada, Daiki,Kageyama, Hirokazu,Akazome, Motohiro
supporting information, p. 1082 - 1085 (2014/02/14)
Reaction of o-alkynylbenzothioamide with molecular iodine was investigated. Unique benzo[c]thiophen-1-aminium iodide was obtained when the tertiary thioamide was used as a reactant. The reaction proceeded efficiently in less polar solvent, whereas the cor
Formation of benzo[c]thiophen-1-aminium iodide by the reaction of o-alkynylbenzothioamide with iodine
Matsumoto, Shoji,Takada, Daiki,Kageyama, Hirokazu,Akazome, Motohiro
supporting information, p. 1082 - 1085 (2015/02/19)
Reaction of o-alkynylbenzothioamide with molecular iodine was investigated. Unique benzo[c]thiophen-1-aminium iodide was obtained when the tertiary thioamide was used as a reactant. The reaction proceeded efficiently in less polar solvent, whereas the cor
Direct arylation under catalysis of an oxime-derived palladacycle: Search for a phosphane-free method
Zhang, Guofu,Zhao, Xiaobao,Yan, Yunbing,Ding, Chengrong
, p. 669 - 672 (2012/03/27)
A phosphane-free method for the direct arylation of benzothiazole by employing oxime-derived palladacycle 1 as a catalyst was developed. The new catalyst system can be used for 2-arylations by using aryl bromides and iodides. In addition, this method is especially suitable for the intramolecular direct coupling of bromo-and iodoamides, as well aschloroamides, to achieve a rapid synthesis of benzo[c]phenanthridine alkaloids. Direct arylation reactions under catalysis of an oxime-derived palladacycle were investigated. This phosphane-free method is applicable for the 2-arylation of benzothiazole and is especially suitable for the intramolecular direct coupling of bromo-and iodoamides, as well as chloroamides, to achieve rapid synthesis of benzo[c]phenanthridine alkaloids. Copyright
Oxidation during reductive cyclisations using Bu3SnH
Bowman, W. Russell,Heaney, Harry,Jordan, Benjamin M.
, p. 10119 - 10128 (2007/10/02)
Reductive cyclisations using Bu3SnH include an "oxidation" step if the removal of an acidic proton from the intermediate cyclised radical, by Bu3SnH acting as a base, is favourable. A "pseudo" SRN1 mechanism is proposed.
