Electron-transfer-mediated synthesis of phenanthridines by intramolecular arylation of anions from n-(ortho-Halobenzyl)arylamines: regiochemical and mechanistic analysis

Journal of Organic Chemistry

Volumn 75, Issue 7, 2010, Pages 2206-2218

  Budén, María E ^a   Dorn, Viviana B ^a   Gamba, Martina ^a   Pierini, Adriana B ^a   Rossi, Roberto A ^a  

^a DEPARTAMENTO DE FISICOQUÍMICA   (Argentina)

Author keywords

[No Author keywords available]

Indexed keywords

IONS; SYNTHESIS (CHEMICAL);

ARYL AMINES; ARYLATIONS; DFT METHOD; ELECTRON-TRANSFER; GOOD YIELD; ISOLATED YIELD; LIQUID AMMONIA; MECHANISTIC ANALYSIS; NATURAL PRODUCTS; NUCLEOPHILIC SUBSTITUTIONS; REGIOCHEMICAL;

CYCLIZATION;

2 HALOBENZYLCHLORIDE DERIVATIVE; 4 (1H PYRROL 1 YL)PHENANTHRIDINE; 4 PHENYLPHENANTHRIDINE; 6H PYRIDO[1,2 A]QUINAZOLINE; AMMONIA; ANION; AROMATIC AMINE; BENZYL CHLORIDE; DIMETHYL SULFOXIDE; N (2 HALOBENZYL)ARYLAMINE DERIVATIVE; N O TOLYLNAPHTHALEN 1 AMINE; NAPHTHO[2,3 A]PHENANTHRIDINE; NATURAL PRODUCT; NENZO[C][1,8]NAPHTHYRIDINE; NUCLEOPHILE; PHENANTHRIDINE DERIVATIVE; TRISPHERIDINE; UNCLASSIFIED DRUG;

ARTICLE; ARYLATION; CYCLIZATION; DENSITY FUNCTIONAL THEORY; DRUG CONFORMATION; ELECTRON TRANSPORT; LIQUID; PHOTOSTIMULATION; SUBSTITUTION REACTION; SYNTHESIS;

EID: 84961978375     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo9025918     Document Type: Article

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