A drastic effect of halide anions on the nucleophilic substitution of 1-phenylbenzo[b]thiophenium salts

被引：7

作者：

Kitamura, T ^{[1
]}

Soda, SI ^{[1
]}

Morizane, K ^{[1
]}

Fujiwara, Y ^{[1
]}

Taniguchi, H ^{[1
]}

机构：

[1] KURUME NATL COLL TECHNOL,KURUME,FUKUOKA 830,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1996年 / 04期

关键词：

D O I：

10.1039/p29960000473

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nucleophilic substitution of 1,2,3-triarylbenzo[b]thiophenium salts with halide anions (Cl- and Br-) has been found to yield 2,3-diarylbenzo[b] thiophenes, halobenzenes and 1,2-diaryl-1-halo-2-[2-(phenylsulfanyl)phenyl]ethenes and especially the reaction with iodide anion gives only 2,3-diarylbenzo[b]thiophenes and iodobenzene, indicating that halide anions behave quite differently from the reaction with alkoxide anions reported previously.

引用

页码：473 / 474

页数：2

共 25 条

[1] HORI M, 1974, CHEM PHARM BULL, V22, P2014
[2] HORI M, 1974, CHEM PHARM BULL, V22, P2020
[3] REACTIONS OF 5-SUBSTITUTED DIBENZOTHIOPENIUM SALTS WITH ORGANOLITHIUMS
HORI, M
MIYAGAKI, M
SHIMIZU, H
KATAOKA, T
[J]. CHEMISTRY LETTERS, 1972, (07) : 515 - +
[4] HORI M, 1974, CHEM PHARM BULL, V22, P2004
[5] HORI M, 1974, CHEM PHARM BULL, V22, P1711
[6] INTRAMOLECULAR CYCLIZATION OF [O-(ARYLTHIO)PHENYL]ETHENES - SYNTHESIS AND CRYSTAL-STRUCTURE OF 1-ARYLBENZO[B]THIOPHENIUM SALTS
KITAMURA, T
SODA, S
KAWASATO, H
TANIGUCHI, H
SHIRO, M
[J]. TETRAHEDRON, 1993, 49 (23) : 5055 - 5066
[7] COMPLETE RETENTION OF CONFIGURATION IN THE NUCLEOPHILIC-SUBSTITUTION OF 1-PHENYLBENZO[B]THIOPHENIUM SALTS BY ALKOXIDE ANIONS
KITAMURA, T
MIYAJI, M
SODA, S
TANIGUCHI, H
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (13) : 1375 - 1376
[8] PREPARATION AND CRYSTAL-STRUCTURE OF A PARENT 1-ARYLBENZO[B]THIOPHENIUM TRIFLATE AND ITS DERIVATIVES
KITAMURA, T
YAMANE, M
FURUKI, R
TANIGUCHI, H
SHIRO, M
[J]. CHEMISTRY LETTERS, 1993, (10) : 1703 - 1706
[9] KITAMURA T, UNPUB
[10] KITAMURA T, 1986, CHEM LETT, P339

← 1 2 3 →