STUDIES ON AMINE OXIDE REARRANGEMENTS - REGIOSELECTIVE SYNTHESIS OF PYRANO[3,2-E]INDOL-7-ONE

被引:35
作者
MAJUMDAR, KC
GHOSH, SK
机构
[1] Department of Chemistry, University of Kalyani, Kalyani 741 235, W.B.
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 19期
关键词
D O I
10.1039/p19940002889
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A number of hitherto unreported pyrrolocoumarin derivatives 7a-h, a new tricyclic system, have been synthesised from 6-aminocoumarin 1 by successive tosylation, methylation, detosylation, prop-2-ynylation acid treatment with m-chloroperoxybenzoic acid. Compounds 7a-h have been converted into methoxy derivatives 8a-h by simple treatment with methanol.
引用
收藏
页码:2889 / 2894
页数:6
相关论文
共 26 条
[1]   COUMARIN AS A SELECTIVE PHYTOCIDAL AGENT [J].
AUDUS, LJ ;
QUASTEL, JH .
NATURE, 1947, 159 (4036) :320-324
[2]  
Dean F. M., 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]  
Feuer, 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]  
HILLARD JB, 1974, TETRAHEDRON LETT, P1999
[9]   THIO-CLAISEN AND THIOPROPYNYL REARRANGEMENTS OF PROP-2-YNYL AND ALLEENYL PHENYL SULPHIDES [J].
KWART, H ;
GEORGE, TJ .
JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1970, (07) :433-&
[10]  
LIBERMANN D, 1951, CR HEBD ACAD SCI, V232, P2027