PREPARATION OF 1,4-DIKETONES AND THEIR REACTIONS WITH BIS(TRIALKYLTIN) OR BIS(TRIPHENYLTIN) SULFIDE BORON-TRICHLORIDE

被引：77

作者：

FREEMAN, F ^{[1
]}

KIM, DSHL ^{[1
]}

RODRIGUEZ, E ^{[1
]}

机构：

[1] UNIV CALIF IRVINE,DEPT DEV & CELL BIOL,PHYTOCHEM & TOXICOL LAB,IRVINE,CA 92717

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 06期

关键词：

D O I：

10.1021/jo00032a024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,4-Diphenyl- and 1,4-bis(4-chlorophenyl)-1,4-butanediones (3 and 4), as well as 1-phenyl-, 1-(4-chlorophenyl)-, and 1-(4-methoxyphenyl)-1,4-pentanediones (7-9) react with bis(tributyltin), bis(tricyclohexyltin), and/or bis(triphenyltin) sulfide in the presence of boron trichloride to give, 2,5-diaryl- or 5-methyl-2-arylthiophenes. 1,8-Diphenyl-1,7-octadiyne-3,6-dione (10) and 1-phenyl-1,7-nonadiyne-3,6-dione (11), which were prepared in nine steps from 1,4-butanediol, react with the thionation reagents to give 2,5-bis(2-phenylethynyl)thiophene (20g) and 2-(2-phenylethynyl)-5-(1-propynyl)thiophene (20f), respectively.

引用

页码：1722 / 1727

页数：6

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