THE KINETICS AND MECHANISM OF A HIGHLY EFFICIENT INTRAMOLECULAR NUCLEOPHILIC REACTION - THE CYCLIZATION OF ETHYL N-[O-(N-HYDROXYCARBAMOYL)BENZOYL]-CARBAMATE TO N-HYDROXYPHTHALIMIDE

被引:24
作者
KHAN, MN
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1988年 / 02期
关键词
D O I
10.1039/p29880000213
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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页码:213 / 219
页数:7
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共 36 条
[1]   PREDICTION OF STRENGTHS OF ORGANIC ACIDS [J].
BARLIN, GB ;
PERRIN, DD .
QUARTERLY REVIEWS, 1966, 20 (01) :75-&
[2]  
BELKE CJ, 1971, J AM CHEM SOC, V93, P4552
[3]   RATIONALIZATION OF RATE OF ACYLATION STEP IN CHYMOTRYPSIN-CATALYZED HYDROLYSIS OF AMIDES [J].
CHIONG, KNG ;
LEWIS, SD ;
SHAFER, JA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (02) :418-423
[4]   PROTONATION OF THE AMIDE GROUP .1. THE BASICITIES OF SUBSTITUTED BENZAMIDES [J].
EDWARD, JT ;
CHANG, HS ;
YATES, K ;
STEWART, R .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1960, 38 (09) :1518-1525
[5]  
EDWARD JT, 1957, J AM CHEM SOC, V79, P3527
[7]   ESTIMATION OF FREE-ENERGIES OF ADDITION OF NUCLEOPHILES TO CONJUGATED CARBONYL-COMPOUNDS AND TO ACYL DERIVATIVES [J].
FASTREZ, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (21) :7004-7013
[8]   INTRAMOLECULAR AMINOLYSIS OF AMIDES - CYCLIZATION OF 2-AMINOMETHYLBENZAMIDE TO PHTHALIMIDINE [J].
FIFE, TH ;
DEMARK, BR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (09) :3075-3080
[9]   INTRA-MOLECULAR NUCLEOPHILIC-ATTACK BY IMIDAZOLE ON ALIPHATIC AND PHENOLIC ESTERS OF ORTHO-(2-IMIDAZOYL) BENZOIC-ACID - RELATIONSHIP OF ANION AND NEUTRAL SPECIES ATTACK [J].
FIFE, TH ;
BAMBERY, RJ ;
DEMARK, BR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (17) :5500-5507
[10]   INTRAMOLECULAR AMINOLYSIS OF ESTERS - CYCLIZATION OF ESTERS OF (ORTHO-AMINOPHENYL)ACETIC ACID [J].
FIFE, TH ;
DUDDY, NW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (01) :74-79