ALPHA-CARBON VERSUS BETA-CARBON NUCLEOPHILIC-ATTACK IN VINYLIC SUBSTITUTION

被引：7

作者：

SHAINYAN, BA ^{[1
]}

机构：

[1] IRKUTSK ORGAN CHEM INST,IRKUTSK 664033,RUSSIA

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 1993年 / 6卷 / 01期

关键词：

D O I：

10.1002/poc.610060110

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The mechanism of substitution of the bromine atom in (Z)-alpha-bromo-beta-arylthiovinyl phenyl sulphones, PhSO2CBr=CHSAr, with arylthiolates, Ar'S- was studied. The same mixture of the four possible products, PhSO2C(SAr')=CHSAr (Ar, Ar' = P-TOl,P-ClC6H4), was formed in both cross-experiments (Ar not-equal Ar'). A mechanism involving 1,2-intramolecular migration of the arylthio group is suggested.

引用

页码：59 / 63

页数：5

共 50 条

[41] NUCLEOPHILIC ATTACKS ON CARBON CARBON DOUBLE-BONDS .35. METHYL TRIDEUTERIOMETHYL (E)-(ALPHA-BROMOARYLIDENE)MALONATES - SIMPLE STEREOCHEMICAL PROBES IN NUCLEOPHILIC VINYLIC SUBSTITUTION NEAR THE RETENTION STEREOCONVERGENCE BORDERLINE
RAPPOPORT, Z
GAZIT, A
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (22) : 6698 - 6710
[42] SIMPLE CONSTRUCTION OF PROTEIN ALPHA-CARBON MODELS
RUBIN, B
RICHARDSON, JS
BIOPOLYMERS, 1972, 11 (11) : 2381 - 2385
[43] FORMATION OF THE BETA-CARBON OF SERINE FROM FORMALDEHYDE
SIEGEL, I
LAFAYE, J
PROCEEDINGS OF THE SOCIETY FOR EXPERIMENTAL BIOLOGY AND MEDICINE, 1950, 74 (03): : 620 - 623
[44] NUCLEOPHILIC-ATTACK ON (PI-ALLYL)PALLADIUM COMPLEXES - DIRECTION OF THE ATTACK TO THE CENTRAL OR TERMINAL CARBON-ATOM BY LIGAND CONTROL
CASTANO, AM
ARANYOS, A
SZABO, KJ
BACKVALL, JE
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (22): : 2551 - 2553
[45] INTERACTION OF THE CARBON-GERMANIUM OR CARBON TIN BOND WITH POSITIVE CHARGE ON A BETA-CARBON
LAMBERT, JB
WANG, GT
TERAMURA, DH
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23): : 5422 - 5428
[46] LATTICE-DYNAMICS OF ALPHA-CARBON MONOXIDE
HALL, BO
JAMES, HM
PHYSICAL REVIEW B, 1976, 13 (08): : 3590 - 3603
[47] Reactivity in Nucleophilic Vinylic Substitution (SNV): SNVπ versus SNVσ Mechanistic Dichotomy
Fernandez, Israel
Bickelhaupt, F. Matthias
Uggerud, Einar
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (17): : 8574 - 8584
[48] NUCLEOPHILIC-ATTACK AT INDOLE BETA-POSITION - ALKOXYLATION UTILIZING IODOSOBENZENE DIACETATE
AWANG, DVC
VINCENT, A
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1978, 176 (SEP): : 123 - 123
[49] SYNTHESIS OF GAMMA-KETOAMIDES VIA NUCLEOPHILIC-ATTACK ON IRON TETRACARBONYL COMPLEXES OF ALPHA,BETA-UNSATURATED AMIDES
POUILHES, A
THOMAS, SE
TETRAHEDRON LETTERS, 1989, 30 (17) : 2285 - 2288
[50] NUCLEOPHILIC-ATTACK AT COORDINATED CARBON .1. THE FORMATION OF METHOXYPHENYLCARBENETETRACARBONYL (PARA-TOLYL-ISOCYANIDE)TUNGSTEN(0)
GUY, MP
BENNETT, DW
INORGANICA CHIMICA ACTA-ARTICLES AND LETTERS, 1984, 86 (02): : L45 - L46

← 1 2 3 4 5 →