Synthesis of bioactive heterocycles:: tandem reaction of 4-N-(4′-aryloxybut-2′-ynyl),N-methylaminocoumarin with 3-chloroperoxybenzoic acid

被引：33

作者：

Majumdar, KC ^{[1
]}

Samanta, SK ^{[1
]}

机构：

[1] Univ Kalyani, Dept Chem, Kalyani 741235, W Bengal, India

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 11期

关键词：

D O I：

10.1016/S0040-4039(02)00198-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A number of 4-N-(4'-aryloxybut-2'-ynyl).N-methylaminocoumarins (4a-e) on treatment with one equivalent of 3-chloroperoxybenzoic acid at 0-5degreesC for 10 min and then stirring at rt for 10 It afforded pyrrolo[3,2-c]coumarin derivatives in 70-75% yields. The 4-N-(4'-aryloxybut-2'-ynyl),N-methylaminocoumarins 4a-e were in turn prepared from 4-tosyloxycoumarin (2) and (4-arytoxybut-2-ynyl)-N-methylamine (3a-e). (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2119 / 2121

页数：3

共 25 条

[1]

ALDUS LJ, 1947, NATURE, V159, P320

[2]

DEAN FM, 1963, NATURALLY OCCURRING

[3] 2-(AMINOMETHYL)PHENOLS, A NEW CLASS OF SALURETIC AGENTS .5. FUSED-RING ANALOGS [J].

DEANA, AA ;

STOKKER, GE ;

SCHULTZ, EM ;

SMITH, RL ;

CRAGOE, EJ ;

RUSSO, HF ;

WATSON, LS .

JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (04) :580-585

[4] SYNTHESIS OF 2-ARYLOXYMETHYL-3-AMINOMETHYLBENZO [B] THIOPHENES AND 2,3-DIARYLOXYMETHYLBENZO [B] THIOPHENES [J].

ELOSTA, B ;

MAJUMDAR, KC ;

THYAGARA.BS .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1973, 10 (01) :107-109

[5]

FEUR G, 1974, PROGR MED CHEM

[6] C-13 NUCLEAR MAGNETIC-RESONANCE STUDIES .29. C-13 SPECTRA OF SOME ALICYCLIC METHYL-ESTERS [J].

GORDON, M ;

GROVER, SH ;

STOTHERS, JB .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1973, 51 (13) :2092-2097

[7] NEW SYNTHESIS OF 2,3-DISUBSTITUTED INDOLES [J].

HILLARD, J ;

REDDY, KV ;

MAJUMDAR, KC ;

THYAGARAJAN, BS .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1974, 11 (03) :369-375

[8]

KITAGAWA H, 1956, YAKUGAKU ZASSHI, V76, P186

[9]

LAUGE V, 1944, HELV CHIM ACTA, V27, P892

[10]

LINK KP, 1945, FED PROC, V4, P176

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