Intramolecular cyclization of propargyl derivatives using environmentally friendly methodologies

被引:17
作者
Duñach, E
Esteves, AP
Freitas, AM
Lemos, MA
Medeiros, MJ
Olivero, S
机构
[1] Univ Nice, Lab Aromes Symthese & Interact, F-06108 Nice 2, France
[2] Univ Minho, Ctr Quim, IBQF, P-4700320 Braga, Portugal
关键词
D O I
10.1351/pac200173121941
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The electrochemical intramolecular cyclization of propargyl derivatives containing a carbon-halo.-en bond in N,N'-dimethylformamide at constant current in a diaphragmless cell has been developed using Ni(II) complexes as electron-transfer mediators.
引用
收藏
页码:1941 / 1945
页数:5
相关论文
共 17 条
[1]  
CHAUSSARD J, 1990, SYNTHESIS-STUTTGART, P369
[2]   Electroreductive cyclisation of unsaturated halides catalysed by nickel macrocyclic complexes [J].
Duñach, E ;
Esteves, AP ;
Freitas, AM ;
Medeiros, MJ ;
Olivero, S .
TETRAHEDRON LETTERS, 1999, 40 (49) :8693-8696
[3]   Reductive intramolecular cyclisation of unsaturated halides by Ni(II) complexes [J].
Esteves, AP ;
Freitas, AM ;
Medeiros, MJ ;
Pletcher, D .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2001, 499 (01) :95-102
[4]  
Giese B., 2004, Organic Reactions, P301, DOI [10.1002/0471264180.or048.02, DOI 10.1002/0471264180.OR048.02]
[5]   Synthesis of six-membered compounds by environmentally friendly cyclization using indirect electrolysis [J].
Ihara, M ;
Katsumata, A ;
Setsu, F ;
Tokunaga, Y ;
Fukumoto, K .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (02) :677-684
[6]   INDIRECT ELECTROCHEMICAL RADICAL CYCLIZATION OF BROMO-ACETALS BY THE COMBINED USE OF COBALOXIME AND SACRIFICIAL ELECTRODE [J].
INOKUCHI, T ;
KAWAFUCHI, H ;
AOKI, K ;
YOSHIDA, A ;
TORII, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1994, 67 (02) :595-598
[7]   Factors influencing the C-O bond homolysis of alkoxyamines: Effects of H-bonding and polar substituents [J].
Marque, S ;
Fischer, H ;
Baier, E ;
Studer, A .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (04) :1146-1156
[8]   Practical radical cyclisations leading to the construction of near-stereopure quaternary carbon stereogenic centres [J].
McCague, R ;
Pritchard, RG ;
Stoodley, RJ ;
Williamson, DS .
CHEMICAL COMMUNICATIONS, 1998, (24) :2691-2692
[9]   INSITU ELECTROGENERATION OF [2,2'-ETHYLENEBIS(NITRILOMETHYLIDYNE)DIPHENOLATO]NICKELATE(I) - NICKEL(I) SALEN - AS A CATALYST FOR REDUCTIVE INTRAMOLECULAR CYCLIZATIONS OF 6-IODO-1-PHENYL-1-HEXYNE AND 6-BROMO-1-PHENYL-1-HEXYNE [J].
MUBARAK, MS ;
PETERS, DG .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1992, 332 (1-2) :127-134
[10]   TIN FOR ORGANIC-SYNTHESIS .9. PREPARATION AND INVESTIGATION OF A POLYSTYRENE-BASED ORGANOTIN HYDRIDE AS A VERSATILE MULTIPLE-USE REAGENT IN ORGANIC-SYNTHESIS .1. THE FUNCTIONALIZATION APPROACH [J].
NEUMANN, WP ;
PETERSEIM, M .
REACTIVE POLYMERS, 1993, 20 (03) :189-205