OXIDATIVE VERSUS VICARIOUS NUCLEOPHILIC-SUBSTITUTION OF HYDROGEN IN THE REACTION OF DITHIANE DERIVATIVES WITH NITROARENES

被引：33

作者：

MAKOSZA, M

SYPNIEWSKI, M

机构：

[1] Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warsaw

来源：

TETRAHEDRON | 1994年 / 50卷 / 16期

关键词：

D O I：

10.1016/S0040-4020(01)85026-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carbanions of dithiane monosulfone and dithiane monosulfonium salt react with nitroarenes in different ways: oxidative and vicarious nucleophilic substitution of hydrogen correspondingly.

引用

页码：4913 / 4920

页数：8

共 24 条

[1]

Babu T. V. R., 1985, J AM CHEM SOC, V107, P5473

[2] COMPETITION BETWEEN ADDITION AND REDOX PROCESSES IN REACTIONS OF NITROARENES WITH LITHIUM-DITHIANES [J].

BARTOLI, G ;

DALPOZZO, R ;

GROSSI, L ;

TODESCO, PE .

TETRAHEDRON, 1986, 42 (09) :2563-2570

[3] CONJUGATE ADDITION OF ALKYL-GRIGNARD REAGENTS TO MONONITROARENES [J].

BARTOLI, G .

ACCOUNTS OF CHEMICAL RESEARCH, 1984, 17 (03) :109-115

[4]

BOHME H, 1978, LIEBIGS ANN CHEM, V758, P143

[5]

BUNNETT JF, 1951, CHEM REV, V49, P275

[6] SYNTHESIS AND ANIONIC PROPERTIES OF 1,3-DITHIANE 1-OXIDE [J].

CARLSON, RM ;

HELQUIST, PM .

JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (06) :2596-&

[7] NUCLEOPHILIC-SUBSTITUTION OF HYDROGEN IN AZINES [J].

CHUPAKHIN, ON ;

CHARUSHIN, VN ;

VANDERPLAS, HC .

TETRAHEDRON, 1988, 44 (01) :1-34

[8]

GROBEL BT, 1977, SYNTHESIS-STUTTGART, P357

[9] NUCLEOPHILIC-SUBSTITUTION OF 4-CHLOROQUINOLINE 1-OXIDE AND RELATED-COMPOUNDS BY MEANS OF HYDRIDE ELIMINATION [J].

HAMANA, M ;

IWASAKI, G ;

SAEKI, S .

HETEROCYCLES, 1982, 17 :177-181

[10]

JONCZYK A, 1989, LIEBIGS ANN CHEM, P203

← 1 2 3 →