SILICA GEL-ASSISTED PREPARATION OF (BROMO)(CHLORO)(IODO)BENZO[b]THIOPHENES BEARING HALOGEN ATOMS AT THE 2-, 4-, AND 7-POSITIONS

被引：8

作者：

Mikami, Shinichi ^{[1
]}

Tanaka, Hiroki ^{[1
]}

Kishi, Hiroki ^{[1
]}

Yoshida, Shuhei ^{[1
]}

Toyota, Kozo ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Aoba Ku, Sendai, Miyagi 9808578, Japan

来源：

HETEROCYCLES | 2018年 / 96卷 / 09期

关键词：

INTRAMOLECULAR CYCLIZATION; ELECTROPHILIC CYCLIZATION; ORGANIC SEMICONDUCTORS; CONJUGATED POLYMERS; EFFICIENT SYNTHESIS; GENERAL-SYNTHESIS; BENZOTHIOPHENES; ALKYNES; 2-(GEM-DIBROMOVINYL)PHENOLS(THIOPHENOLS); DERIVATIVES;

D O I：

10.3987/COM-18-13937

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Six types of (bromo)(chloro)(iodo)benzo[b]thiophenes bearing halogen atoms at the 2-, 4-, and 7-positions were prepared from the corresponding 2-(1-adamantylsulfanyl)-1,4-dihalo-3-(haloethynyl)benzene derivatives, by treatment with silica gel under thermal conditions. 4,7-Dihalobenzo[b]thiophenes, bearing two different halogen atoms (chlorine, bromine, or iodine), were also prepared from 2-(1-adamantylsulfanyl)3-(ethynyl)-1,4-dihalobenzene derivatives.

引用

页码：1529 / 1548

页数：20

共 4 条

[1] Silica gel-assisted preparation of 2,4,7-trihalobenzo[b]thiophenes and 4,7-dihalobenzo[b]thiophenes
Mikami, Shinichi
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Kishi, Hiroki
Yoshida, Shuhei
Toyota, Kozo
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2019, 194 (07) : 768 - 770
[2] Synthesis of 4,7′-Bibenzo[ b ]thiophenes Bearing Several Different Substituents at 2-, 2′-, 4′-, and 7-Positions; Structurally Featured Molecular Scaffolds for Selective Substitution
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Matsuo, Akihiro
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Toyota, Kozo
SYNLETT, 2021, 32 (18) : 1826 - 1832
[3] Mutagenicity of 2-[2-(acetylamino)-4-[bis(2-hydroxyethyl)amino]-5-methoxyphenyl]-5-amino-7-bromo-4-chloro-2H-benzotriazole (PBTA-6) and benzo[a]pyrene (BaP) in the gill and hepatopancreas of rpsL transgenic zebrafish
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Tone, Suguru
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MUTATION RESEARCH-GENETIC TOXICOLOGY AND ENVIRONMENTAL MUTAGENESIS, 2008, 656 (1-2) : 36 - 43
[4] Preparation of 2-, 3-, 4- and 7-(2-alkylcarbamoyl-1-alkylvinyl)benzo[b]furans and their BLT1 and/or BLT2 inhibitory activities
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Kawamura, Yoko
Akai, Yukiko
Kunitomo, Jun-ichi
Yokomizo, Takehiko
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ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (02) : 296 - 307

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