REISSERT COMPOUND STUDIES .64. REISSERT COMPOUND AND OTHER PRODUCTS FROM AN ISOLATED N-BENZOYLISOQUINOLINIUM TRIFLATE SALT

被引：9

作者：

DUARTE, FF

POPP, FD

机构：

[1] Department of Chemistry, University of Missouri-Kansas City, Kansas City, Missouri

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1991年 / 28卷 / 07期

关键词：

D O I：

10.1002/jhet.5570280725

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of trimethylsilyl trifluoromethanesulfonate, a methylene chloride solution of isoquinoline and benzoyl chloride gave N-benzoylisoquinolinium triflate (3) and N-H-isoquinolinium triflate (4). Depending on the reaction conditions, reaction of 3 may occur on the isoquinoline ring yielding a Reissert compound and 1,2-dihydroisoquinoline species. Otherwise, reactions transpire on the carbonyl of 3 to give an amide, an ester, and an anhydride.

引用

页码：1801 / 1804

页数：4

共 9 条

[1] NUCLEOPHILIC REACTIONS OF MORPHOLINE WITH BENZOYL HALIDES - PRESENCE OF AN ELEMENT EFFECT [J].

BENDER, ML ;

JONES, JM .

JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (11) :3771-&

[2]

BROOK MA, 1983, SYNTHESIS-STUTTGART, P201

[3]

DUARTE FF, 1991, HETEROCYCLES, V32, P723

[4]

MALTSEVA GA, 1973, 2ND TEZ DOKL S KHIM, P29

[5]

NATSUME M, 1973, TETRAHEDRON LETT, P2335

[6]

Popp F.D., 1979, ADV HETEROCYCL CHEM, V24, P187

[7] REISSERT COMPOUND STUDIES .5. NATURE OF ACID CHLORIDE [J].

POPP, FD ;

SOTO, A .

JOURNAL OF THE CHEMICAL SOCIETY, 1963, (MAR) :1760-&

[8]

POPP FD, 1985, HETEROCYCLES, V24, P731

[9]

SIMCHEN G, 1982, SYNTHESIS-STUTTGART, P1

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