A FACILE PREPARATION OF 2-(2-ARYLETHYL)INDOLES AND 2-(AMINOMETHYL)INDOLES

被引:8
作者
NAGARATHNAM, D
机构
[1] Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, Chicago, Illinois, 60680
关键词
D O I
10.1002/jhet.5570290601
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An important process for the acid catalyzed cleavage of the benzoyl group from 3-benzoylindoles in high yield is identified and its application for the facile syntheses of 2-substituted indoles is demonstrated by preparing some 2-(2-arylethyl)- and 2-(aminomethyl)indoles from 1,3-dibenzoyl-2-bromomethylindole (7).
引用
收藏
页码:1371 / 1373
页数:3
相关论文
共 18 条
[1]  
[Anonymous], 1970, CHEM INDOLES
[2]  
BENNASAR ML, 1989, HETEROCYCLES, V29, P381
[3]  
BROWN RK, 1972, HETEROCYCLIC COMPOUN, V25
[4]   SYNTHETIC AND STRUCTURAL STUDIES IN THE GONIOMITINE ALKALOID SERIES - A NEW REDUCTIVE CYCLIZATION REACTION IN THE INDOLE FIELD [J].
HASHIMOTO, C ;
HUSSON, HP .
TETRAHEDRON LETTERS, 1988, 29 (36) :4563-4566
[5]   BIOMIMETIC ALKALOID SYNTHESES .15. ENANTIOSELECTIVE SYNTHESES WITH EPICHLOROHYDRIN - TOTAL SYNTHESES OF (+)-VINDOLINE, (-)-VINDOLINE, AND (+/-)-VINDOLINE AND A SYNTHESIS OF (-)-VINDOROSINE [J].
KUEHNE, ME ;
PODHOREZ, DE ;
MULAMBA, T ;
BORNMANN, WG .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (03) :347-353
[6]  
KUTNEY JP, 1977, TOTAL SYNTHESIS NATU, V3, P278
[7]   MODULATION OF THE ANTITUMOR-ACTIVITY BY METHYL SUBSTITUTIONS IN THE SERIES OF 7H-PYRIDOCARBAZOLE MONOMERS AND DIMERS [J].
LEON, P ;
GARBAYJAUREGUIBERRY, C ;
BARSI, MC ;
LEPECQ, JB ;
ROQUES, BP .
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (11) :2074-2080
[8]   A SIMPLE SYNTHESIS OF 2-VINYLINDOLES [J].
MACOR, JE ;
NEWMAN, ME ;
RYAN, K .
TETRAHEDRON LETTERS, 1989, 30 (19) :2509-2512
[9]   LOCATION OF POTENTIAL BINDING-SITES ON DEOXY HEMOGLOBIN FOR THE DESIGN OF ANTIGELLING AGENTS [J].
MANAVALAN, P ;
PRABHAKARAN, M ;
JOHNSON, ME .
JOURNAL OF MOLECULAR BIOLOGY, 1992, 223 (03) :791-800
[10]  
MOHAN B, 1985, SYNTHESIS-STUTTGART, P188