26245-07-8Relevant academic research and scientific papers
Metal-free, visible-light-promoted oxidative radical cyclization of: N-biarylglycine esters: One-pot construction of phenanthridine-6-carboxylates in water
Natarajan, Palani,Chuskit, Deachen,Priya
, p. 4406 - 4411 (2019)
A metal-free, visible-light (blue LED: Hν = 425 ± 15 nm) photoredox-catalyzed intramolecular cyclization reaction of N-biarylglycine esters to phenanthridine-6-carboxylates in water under an open air atmosphere at ambient conditions has been developed. A
Tetrabutylammonium iodide-catalyzed radical alkoxycarbonylation of 2-isocyanobiphenyls with carbazates: Synthesis of phenanthridine-6-carboxylates
Li, Xiaoqing,Fang, Mingwu,Hu, Peizhu,Hong, Guo,Tang, Yucai,Xu, Xiangsheng
, p. 2103 - 2106 (2014)
A practical and environmentally friendly strategy for generating alkoxycarbonyl radicals from readily available carbazates under metal-free conditions has been developed. In the presence of tetrabutylammonium iodide and tert-butyl hydroperoxide, 2-isocyanobiphenyls smoothly underwent radical alkoxycarbonylation with carbazates to afford phenanthridine-6-carboxylates.
Metal-free tandem carbene N-H insertions and C-C bond cleavages
Chen, Pu,Nan, Jiang,Hu, Yan,Kang, Yifan,Wang, Bo,Ma, Yangmin,Szostak, Michal
, p. 803 - 811 (2021/01/28)
A metal-free C-H [5 + 1] annulation reaction of 2-arylanilines with diazo compounds has been achieved, giving rise to two types of prevalent phenanthridines via highly selective C-C cleavage. Compared to the simple N-H insertion manipulation of diazo, this method elegantly accomplishes a tandem N-H insertion/SEAr/C-C cleavage/aromatization reaction, and the synthetic utility of this new transformation is exemplified by the succinct syntheses of trisphaeridine and bicolorine alkaloids. This journal is
Phenanthridine compound and synthesis method thereof (by machine translation)
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Paragraph 0164-0168, (2020/01/12)
The invention discloses a phenanthridine compound and a synthesis method thereof which, are separated and purified by adding an arylamine compound and a, diazo carbonyl compound to a solvent in an oxygen environment to obtain. the phenanthridine compound. (by machine translation)
Radical arylalkoxycarbonylation of 2-isocyanobiphenyl with carbazates: Dual C-C bond formation toward phenanthridine-6-carboxylates
Pan, Changduo,Han, Jie,Zhang, Honglin,Zhu, Chengjian
, p. 5374 - 5378 (2014/06/23)
A sequential oxidative radical alkoxycarbonylation and aromatization of 2-isocyanobiphenyl with carbazates was developed to furnish phenanthridine-6- carboxylates. Various functional groups such as methoxy, chloro, fluoro, trifluoromethoxy, and trifluoromethyl groups were tolerated well under the reaction conditions. The sequential radical addition-cyclization strategy represents a practical route to access phenanthridine-6-carboxylates.
Synthesis of 6-carboxylated phenanthridines by oxidative alkoxycarbonylation-cyclization of 2-isocyanobiphenyls with carbazates
Wang, Gao,Chen, Shan-Yong,Yu, Xiao-Qi
supporting information, p. 5338 - 5341 (2015/01/09)
An iron-catalyzed synthesis of 6-carboxylated phenanthridines starting with readily prepared isocyanides and carbazates was developed. Reactions occurred via addition of alkoxycarbonyl radicals to the isocyanide group and subsequent intramolecular cyclization.
SYNTHESE DANS LA CHIMIE DES PHENANTHRIDINES. II. PREPARATION D'UNE NOUVELLE SERIE D'ω-(PHENANTHRIDINYL-6) ALCANOATES DE METHYLE OU D'ETHYLE
Lion, C.,Boukou-Poba, J. P.,Charvy, C.
, p. 567 - 574 (2007/10/02)
A new series of methyl and ethyl ω-(6-phenanthridinyl) alkanoates is easily synthesised from the acid chloride - esters ROCO(CH2)nCOCl (n=0, 3 to 8; R=Me or Et).Reaction of these with o-aminobiphenyl leads to the expected amide-esters which are cyclised to phenanthridines quaternised to the corresponding phenanthridinium salts.
