A facile and convenient synthesis of tetrasubstituted N-hydroxypyrroles via intramolecular wittig reaction

被引：5

作者：

Hekmatshoar, Rahim ^{[1
]}

Nouri, Roghieh ^{[1
]}

Beheshtiha, S. Yahya Sh. ^{[1
]}

机构：

[1] Alzahra Univ, Dept Chem, Tehran, Iran

来源：

HETEROATOM CHEMISTRY | 2008年 / 19卷 / 01期

关键词：

D O I：

10.1002/hc.20382

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Treatment of triphenylphosphine with dialkyl acetylenedicarboxylate leads to 1:1 adduct and concomitant protonation of late adduct by pentan-2,3,4-trione 3-oxime gave the reactive intermediate, vinyltriphenylphosphonium salts, which undergoes an intramolecular Wittig reaction to produce tetrasubstituted N-hydroxypyrroles in fairly high yields. (C) 2008 Wiley Periodicals, Inc.

引用

页码：100 / 103

页数：4

共 32 条

[1]

Bean G.P., 1990, PYRROLES 1, P105

[2] CYCLOALKENES BY INTRAMOLECULAR WITTIG REACTION [J].

BECKER, KB .

TETRAHEDRON, 1980, 36 (12) :1717-1745

[3]

BURLEY I, 1995, SYNTHESIS-STUTTGART, P1151

[4] STUDIES OF THE REACTION OF TRIVALENT PHOSPHORUS-COMPOUNDS WITH DIALKYL ACETYLENEDICARBOXYLATES IN THE PRESENCE OF CARBON-DIOXIDE [J].

CAESAR, JC ;

GRIFFITHS, DV ;

GRIFFITHS, PA ;

TEBBY, JC .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (12) :2425-2430

[5]

COBRIDGE DEC, 1995, PHOSPHORUS OUTLINE C

[6] AN EXTREMELY SHORT SYNTHESIS OF BENZOYLPYRROLE-TYPE CALCIUM-CHANNEL ACTIVATORS [J].

DALTON, CR ;

KANE, JM ;

RAMPE, D .

TETRAHEDRON LETTERS, 1992, 33 (39) :5713-5716

[7]

Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO

[8]

2-U

[9]

FERRER P, 1995, LIEBIGS ANN, P1895

[10]

GILCHRIST TL, 1992, HETEROCYCLIC CHEM, P189

← 1 2 3 4 →