A ''one-pot'' phase transfer alkylation/hydrolysis of o-nitrotrifluoroacetanilides. A convenient route to N-alkyl o-phenylenediamines

被引：17

作者：

Brown, SA ^{[1
]}

Rizzo, CJ ^{[1
]}

机构：

[1] VANDERBILT UNIV,DEPT CHEM,NASHVILLE,TN 37235

来源：

SYNTHETIC COMMUNICATIONS | 1996年 / 26卷 / 21期

关键词：

D O I：

10.1080/00397919608003827

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of o-nitrotrifluoroacetanilides undergo a one-pot alkylation/hydrolysis to give N-alkyl o-nitroanilines in 40-94% yield. Dimethylsulfate, benzyl bromide and 1-bromo-propane were used as the electrophiles.

引用

页码：4065 / 4080

页数：16

共 26 条

[1] SELECTIVE REDUCTION OF AROMATIC NITRO-COMPOUNDS WITH STANNOUS CHLORIDE IN NON-ACIDIC AND NON-AQUEOUS MEDIUM
BELLAMY, FD
OU, K
[J]. TETRAHEDRON LETTERS, 1984, 25 (08) : 839 - 842
[2] SYNTHESIS OF SOME PERFLUOROALKYLBENZIMIDAZOLES
BISHOP, BC
JONES, AS
TATLOW, JC
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1964, (SEP): : 3076 - &
[3] BREHME R, 1976, SYNTHESIS-STUTTGART, P113
[4] Dehmlow E.V., 1993, PHASE TRANSFER CATAL
[5] SPECTRAL PROPERTIES OF (ISO)ALLOXAZINES IN THE VAPOR-PHASE
EWEG, JK
MULLER, F
BEBELAAR, D
VANVOORST, JDW
[J]. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1980, 31 (05) : 435 - 443
[6] SOME BENZIMINAZOLE DERIVATIVES
FEITELSON, BN
MAMALIS, P
MOUALIM, RJ
PETROW, V
STEPHENSON, O
STURGEON, B
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1952, (JUN): : 2389 - 2398
[7] JOHI KC, 1989, J HETEROCY CHEM, V26, P409
[8] FACILE SYNTHESIS OF SUBSTITUTED N-MONOALKYLAROMATIC AMINES UNDER PTC CONDITIONS
KALKOTE, UR
CHOUDHARY, AR
NATU, AA
LAHOTI, RJ
AYYANGAR, NR
[J]. SYNTHETIC COMMUNICATIONS, 1991, 21 (18-19) : 1889 - 1900
[9] CYCLODEXTRIN-CATALYZED HYDROLYSES OF ACETANILIDES
KOMIYAMA, M
BENDER, ML
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (24) : 8021 - 8024
[10] LAMBOOY JP, 1967, HETEROCYCL COMPOUNDS, V9, P118

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