SYNTHESIS OF [A]ANNULATED CARBAZOLES FROM INDOL-2,3-DIONE

被引:37
作者
BECCALLI, EM
MARCHESINI, A
PILATI, T
机构
[1] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,VIA GOLGI 19,I-20133 MILAN,ITALY
[2] CNR,CTR STUDIO RELAZ STRUTTURA & REATT CHIM,I-20133 MILAN,ITALY
关键词
D O I
10.1016/S0040-4020(01)81301-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of ethyl chloroformate with 3-aroylmethylindol-2(3H)-ones 5 affords the ethyl 3-[(2-aryl-2-ethoxycarbonyloxy)ethenyl]-2-(ethoxycarbonyloxy)indole-1-carboxylates 6 from which the corresponding [a]annulated carbazoles 10 are obtained via 6pi-electrocyclization.
引用
收藏
页码:4741 / 4758
页数:18
相关论文
共 7 条
[1]   SYNTHESIS AND STEREOCHEMISTRY OF SOME ISATYLIDENEACETIC ACID DERIVATIVES [J].
AUTREY, RL ;
TAHK, FC .
TETRAHEDRON, 1967, 23 (02) :901-&
[2]  
BECCALLI EM, 1992, SYNTHESIS-STUTTGART, P891
[3]   A NOVEL OXYGEN-TO-CARBON ESTER MIGRATION CATALYZED BY 4-(N,N-DIMETHYLAMINO)-PYRIDINE IN THE BENZOFURANONE RING-SYSTEM [J].
BLACK, TH ;
ARRIVO, SM ;
SCHUMM, JS ;
KNOBELOCH, JM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (20) :1524-1525
[4]  
Cromer D.T, 1974, INT TABLES XRAY CRYS, VIV
[5]   A condensation of acetophenone with isatin by the Knoevenagel method [J].
Lindwall, HG ;
Maclennan, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1932, 54 :4739-4744
[6]   STEREOCHEMISTRY OF 2-OXOINDOLIN-3-YLIDENE DERIVATIVES [J].
LONG, DR ;
RICHARDS, CG ;
ROSS, MSF .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1978, 15 (04) :633-636
[7]  
MAIN P, 1980, MULTAN II 82 SYSTEM