1-Naphthol Synthesis through Base-Promoted SNAr Reactions of ortho-Haloacetophenones Followed by Lewis-Acid-Catalyzed Cyclization

被引：4

作者：

Yu, Xiaoqiang ^{[1
]}

Zhu, Peihong ^{[1
]}

Bao, Ming ^{[1
]}

Yamamoto, Yoshinori ^{[1
,2
]}

Almansour, Abdulrahman I. ^{[3
]}

Arumugam, Natarajan ^{[3
]}

Kumar, Raju Suresh ^{[3
]}

机构：

[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116023, Peoples R China

[2] Tohoku Univ, WPI AIMR, Sendai, Miyagi 9808577, Japan

[3] King Saud Univ, Coll Sci, Dept Chem, POB 2455, Riyadh 11451, Saudi Arabia

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 5卷 / 05期

基金：

中国国家自然科学基金;

关键词：

1-naphthols; aryl halides; copper catalysis; ortho-haloacetophenones; SNAr reactions; RING EXPANSION; ARYL HALIDES; DERIVATIVES; PHENOLS; BENZANNULATION; HYDROXYLATION; ANNELATION; CONVERSION; ETHERS; LIGNAN;

D O I：

10.1002/ajoc.201600026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method was developed for the synthesis of 1-naphthols through NaOtBu-promoted SNAr reaction of ortho-haloacetophenones followed by Lewis acid CuI-catalyzed intramolecular condensation and isomerization. 1-Naphthol derivatives were obtained in satisfactory yields from aryl bromide and aryl iodide substrates.

引用

页码：699 / 704

页数：6

共 2 条

[1] Lewis Acid Catalyzed Diels-Alder Reactions of (E)-1-Methyl-2-styrylquinolin-4(1H)-ones with ortho-Benzoquinodimethane: Synthesis of New 2-(3-Arylnaphthalen-2-yl)-1-methylquinolin-4(1H)-ones
da Silva, Gustavo
Silva, Vera L. M.
Silva, Artur M. S.
SYNTHESIS-STUTTGART, 2016, 48 (24): : 4519 - 4524
[2] Synthesis of Free NH 2-(Aminomethyl)indoles through Copper-Catalyzed Reaction of 3-(ortho-Trifluoroacetamidophenyl)-1-propargylic Alcohols with Amines and Palladium/Copper-Cocatalyzed Domino Three-Component Sonogashira Cross-Coupling/Cyclization/Substitution Reactions
Cacchi, Sandro
Fabrizi, Giancarlo
Iazzetti, Antonia
Molinaro, Carmela
Verdiglione, Rosanna
Goggiamani, Antonella
ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (05) : 1053 - 1059

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