ACYLATION OF AROYL CHLORIDES VIA A TEMPLATE FRIEDEL-CRAFTS PROCESS - SYNTHESIS OF INDAN-1,3-DIONES

被引：14

作者：

SARTORI, G

BIGI, F

MAGGI, R

BARALDI, D

CASNATI, G

机构：

[1] Istituto di Chimica Organica dell'Università, I-43100 Parma, Viale delle Scienze

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 21期

关键词：

D O I：

10.1039/p19920002985

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Variously substituted indan-1,3-diones have been regioselectively prepared in a one-pot synthesis by sequential cross-condensation-cycloacylation of aromatic acyl chlorides and acetyl chloride or malonyl dichloride, electrophilic acylation of aromatic acyl chlorides representing the key step in the process. The synergism of the aromatic carbonyl enolization and the organization of the reacting system promoted by the metal is emphasized to account for the mild reaction conditions.

引用

页码：2985 / 2988

页数：4

共 29 条

[1] SYNTHESIS AND ANTITUMOUR ACTIVITY OF NEW DAUNORUBICIN AND ADRIAMYCIN ANALOGS [J].

ARCAMONE, F ;

BERNARDI, L ;

PATELLI, B ;

GIARDINO, P ;

DIMARCO, A ;

CASAZZA, AM ;

SORANZO, C ;

PRATESI, G .

EXPERIENTIA, 1978, 34 (10) :1255-1257

[2] FACILE ISOMERIZATION OF 2-(DICYANOMETHYLENE)-1,3-INDANDIONE TO 2,3-DICYANO-1,4-NAPHTHOQUINONE [J].

ASHWELL, GJ ;

BRYCE, MR ;

DAVIES, SR ;

HASAN, M .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (19) :4585-4587

[3]

BARTON RL, 1960, J ORG CHEM, V25, P938

[4]

BIGI F, 1986, Patent No. 6879479

[5]

BRAVIC G, 1976, CRYST STRUCT COMMUN, V5, P5

[6]

CEMA G, 1967, LATV PSR ZINAT AKA K, V6, P717

[7]

GERMAIN A, 1972, B SOC CHIM FR, V8, P3177

[8]

GIANNELLA M, 1973, FARM ED PRAT, V8, P596

[9] Insecticidal properties of 1,3-indaudiones - Effect of acyl groups [J].

Kilgore, LB ;

Ford, JH ;

Wolfe, WC .

INDUSTRIAL AND ENGINEERING CHEMISTRY, 1942, 34 :494-497

[10]

MOORTY SR, 1967, CURR SCI INDIA, V36, P95

← 1 2 3 →