SYNTHESIS OF 2,6-DISUBSTITUTED AND 2,3,6-TRISUBSTITUTED ANILINES

被引:9
作者
PEWS, RG
HUNTER, JE
WEHMEYER, RM
机构
[1] Central Research Laboratory, The Dow Chemical Company, Midland
关键词
D O I
10.1016/S0040-4020(01)80400-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A number of 2,6-disubstituted and 2,3,6-trisubstituted anilines have been prepared via the selective para dehalogenation of the corresponding anilines. Modification of the substituents on the amino nitrogen demonstrates that the selectivity is derived from steric rather than electronic effects. The effects of the choice of formate hydrogen donor, Pd catalyst, solvent, and temperature upon the efficiency and selectivity of the dehalogenation are discussed.
引用
收藏
页码:4809 / 4820
页数:12
相关论文
共 11 条
[1]   EXCLUSIVE ORTHO CYANATION AND ALKYLTHIOCARBONYLATION OF ANILINES AND PHENOLS USING BORON-TRICHLORIDE [J].
ADACHI, M ;
SUGASAWA, T .
SYNTHETIC COMMUNICATIONS, 1990, 20 (01) :71-84
[2]   QUINONE IMIDES .44. THE ORIENTATION OF GROUPS IN ADDITION REACTIONS TO SUBSTITUTED PARA-QUINONEDIBENZIMIDES [J].
ADAMS, R ;
NEUMILLER, HJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (14) :3808-3812
[3]  
BURES E, 1938, CHEM ZENTRALBLATT, V109, P1569
[4]  
BURON H, 1926, J CHEM SOC, V129, P1802
[5]   TRANSMETALATION AND REVERSE TRANSMETALATION ON ORTHO-ACTIVATED AROMATIC-COMPOUNDS - A DIRECT ROUTE TO ORTHO,ORTHO'-DISUBSTITUTED BENZENES [J].
EATON, PE ;
MARTIN, RM .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (12) :2728-2732
[6]   Methylanilines by demethylation of dimethylanilines [J].
Emerson, WS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1941, 63 :2023-2024
[7]  
KLESCHICK WA, 1989, Patent No. 4818278
[8]  
ORLOFF HD, 1954, Patent No. 2675409
[9]  
PEWS RG, 1991, TETRAHEDRON LETT, V32, P7191
[10]  
WOLFROM A, 1937, Patent No. 2093115