IODINE-PROMOTED DECOMPOSITION OF 1-ARYL-3,3-DIALKYLTRIAZENES - A MILD METHOD FOR THE SYNTHESIS OF ARYL IODIDES

被引：45

作者：

WU, ZY

MOORE, JS

机构：

[1] UNIV ILLINOIS,DEPT CHEM,ROGER ADAMS LAB,URBANA,IL 61801

[2] UNIV MICHIGAN,DEPT CHEM,WILLARD H DOW LABS,ANN ARBOR,MI 48109

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)77241-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodine promoted decomposition of 1-aryl-3,3-dialkyltriazenes in organic solvents is shown to give high yields of the corresponding aryl iodides under extremely mild conditions. The presence of iodine greatly accelerates the reaction in both iodoalkanes as well as in non-iodinated solvents.

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页码：5539 / 5542

页数：4

相关论文

共 21 条

[1] THE ACID DECOMPOSITION OF 1-ARYL-3,3-DIALKYLTRIAZENES - MECHANISTIC CHANGES AS A FUNCTION OF AROMATIC-SUBSTITUTION, NUCLEOPHILE STRENGTH, AND SOLVENT [J].

BARRIO, JR ;

SATYAMURTHY, N ;

KU, H ;

PHELPS, ME .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (08) :443-444

[2]

BARRIO JR, 1983, J ORG CHEM, V48, P4394

[3]

BARRIO JR, 1981, J NUCL MED, V22, P13

[4] A CONDITION VARIATION STUDY FOR RADIOIODINATION VIA TRIAZENE INTERMEDIATES [J].

FOSTER, NI ;

DANNALS, R ;

BURNS, HD ;

HEINDEL, ND .

JOURNAL OF RADIOANALYTICAL CHEMISTRY, 1981, 65 (1-2) :95-105

[5]

FOSTER NI, 1980, SYNTHESIS-STUTTGART, P572

[6] SYNTHESIS OF 15-(P-IODOPHENYL)-6-TELLURAPENTADECANOIC ACID - A NEW MYOCARDIAL IMAGING AGENT [J].

GOODMAN, MM ;

KNAPP, FF .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (15) :3004-3006

[7] NEW MYOCARDIAL IMAGING AGENTS - SYNTHESIS OF 15-(PARA-IODOPHENYL)-3(R,S)-METHYLPENTADECANOIC ACID BY DECOMPOSITION OF A 3,3-(1,5-PENTANEDIYL)TRIAZENE PRECURSOR [J].

GOODMAN, MM ;

KNAPP, FF ;

ELMALEH, DR ;

STRAUSS, HW .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (13) :2322-2325

[8]

GROSS ML, 1993, J ORG CHEM, V58, P2140

[9] CONVENIENT SYNTHESIS OF ARYL HALIDES FROM ARYLAMINES VIA TREATMENT OF 1-ARYL-3,3-DIALKYLTRIAZENES WITH TRIMETHYLSILYL HALIDES [J].

KU, H ;

BARRIO, JR .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (25) :5239-5241

[10] EFFICIENT SYNTHESIS OF NANOSCALE MACROCYCLIC HYDROCARBONS [J].

MOORE, JS ;

ZHANG, JS .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1992, 31 (07) :922-924