LEWIS ACID-PROMOTED ALKYLATIONS OF ARENES AND 1-TRIMETHYLSILYLALKYNES WITH BETA-CHLORO-BETA-THIOPROPANOIC ESTERS

被引：0

作者：

ISHIBASHI, H

MINO, M

SAKATA, M

INADA, A

IKEDA, M

机构：

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1991年 / 39卷 / 05期

关键词：

ALPHA-CHLOROSULFIDE; FRIEDEL-CRAFTS REACTION; 1-TRIMETHYLSILYLALKYNE; TITANIUM TETRACHLORIDE; ALUMINUM CHLORIDE; DESULFURIZATION; TRIBUTYLTIN HYDRIDE; ALKA-2,4-DIENOIC ESTER; ALK-2-EN-4-YNOIC ESTER; PEAR ESTER;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Ethyl 3-chloro-3-(3,4-dichlorophenylthio)propanoate (8) reacted with electron-rich arenes in the presence of titanium tetrachloride to give the Friedel-Crafts products 10a-13a. Reactions of 8 with 1-trimethylsilylalkynes 14a-d were effected with aluminum chloride to afford the substitution products 15a-d. Some chemical transformations of the products are also described.

引用

页码：1148 / 1151

页数：4

共 19 条

[1] LEWIS ACID-PROMOTED DIASTEREOSELECTIVE RADICAL CYCLIZATION USING CHIRAL ALPHA,BETA-UNSATURATED ESTERS
NISHIDA, M
UEYAMA, E
HAYASHI, H
OHTAKE, Y
YAMAURA, Y
YANAGINUMA, E
YONEMITSU, O
NISHIDA, A
KAWAHARA, N
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (14) : 6455 - 6456
[2] LEWIS ACID-PROMOTED REACTION OF BETA,BETA-DIFLUORINATED N,O-ACETAL WITH SILYLATED NUCLEOPHILES
TSUKAMOTO, T
KITAZUME, T
CHEMISTRY LETTERS, 1992, (07) : 1377 - 1380
[3] Acid-promoted rearrangement of alpha,beta-epoxy acylates: Remarkable effects of an acyl group and a Lewis acid
Kita, Y
Kitagaki, S
Yoshida, Y
Mihara, S
Fang, DF
Fujioka, H
TETRAHEDRON LETTERS, 1997, 38 (06) : 1061 - 1064
[4] LEWIS ACID-PROMOTED 1,4-ADDITION TO CHIRAL IMIDE DERIVATIVES IN THE SYNTHESIS OF BETA-AMINO ACIDS
AMOROSO, R
CARDILLO, G
SABATINO, P
TOMASINI, C
TRERE, A
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (21): : 5615 - 5619
[5] LEWIS ACID-PROMOTED HETERO-DIELS-ALDER REACTION OF ALPHA,BETA-UNSATURATED THIOKETONES
MOTOKI, S
SAITO, T
KARAKASA, T
MATSUSHITA, T
FURUNO, E
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (21): : 2943 - 2948
[6] SYNTHESIS OF (+/-)-BETA-CUPARENONE BASED ON A LEWIS ACID-PROMOTED [4(+)+2] POLAR CYCLOADDITION OF META-TOLYLTHIOMETHYL CHLORIDE
ISHIBASHI, H
NAKATANI, H
CHOI, DJ
TAGUCHI, M
IKEDA, M
CHEMICAL & PHARMACEUTICAL BULLETIN, 1990, 38 (06) : 1738 - 1739
[7] Formation of beta-lactones through Lewis acid-promoted [2+2] cycloaddition reaction. A theoretical study
Pons, JM
Oblin, M
Pommier, A
Rajzmann, M
Liotard, D
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (14) : 3333 - 3338
[8] Novel approach to the Morita-Baylis-Hillman (MBS) lactones via the Lewis acid-promoted couplings of alpha, beta-unsaturated lactones and aldehydes.
Karur, S
Harding, J
Headley, A
Li, GG
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 : U403 - U403
[9] LEWIS ACID-PROMOTED CYCLOPROPANATION OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS BY DIAZOCARBONYL COMPOUNDS - FACILE SYNTHESIS OF 1,2-DISUBSTITUTED CYCLOPROPYLCARBONYL COMPOUNDS OF HIGH ISOMERIC PURITY
DOYLE, MP
BUHRO, WE
DELLARIA, JF
TETRAHEDRON LETTERS, 1979, (46) : 4429 - 4432
[10] LEWIS ACID-PROMOTED CONJUGATE REDUCTION OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS BY 2-PHENYLBENZOTHIAZOLINE (2-PHENYL-2,3-DIHYDROBENZOTHIAZOLE)
CHIKASHITA, H
MIYAZAKI, M
ITOH, K
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (04): : 699 - 706

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