An efficient approach to isoquinoline via AgNO3-promoted 6-endo-dig cyclization followed by oxidative elimination of o-alkynylarylaldimines and its application in fluoride recognition

被引：15

作者：

Tang, Yongxing ^{[1
]}

Yu, Yajun ^{[1
]}

Wei, Xinyu ^{[1
]}

Yang, Jin ^{[1
]}

Zhu, Yeting ^{[1
]}

Zhao, Yun-Hui ^{[1
,2
,3
]}

Tang, Zilong ^{[1
]}

Zhou, Zhihua ^{[1
,3
]}

Li, Xiaofang ^{[1
]}

Yu, Xianyong ^{[1
]}

机构：

[1] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Xiangtan 411201, Hunan, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China

[3] Hunan Univ Sci & Technol, Hunan Prov Key Lab Controllable Preparat & Funct, Xiangtan, Peoples R China

来源：

TETRAHEDRON LETTERS | 2019年 / 60卷 / 43期

基金：

中国国家自然科学基金;

关键词：

Isoquinoline; Oxidative elimination; Fluoride recognition; Fluorescent chemosensor; STRUCTURE-REACTIVITY RELATIONSHIPS; ONE-POT SYNTHESIS; QUINONE METHIDE; 3-COMPONENT REACTION; IMINATION-ANNULATION; TERMINAL ACETYLENES; DERIVATIVES; PROBE; N'-(2-ALKYNYLBENZYLIDENE)HYDRAZIDE; THIENOPYRIDINES;

D O I：

10.1016/j.tetlet.2019.151187

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel 6-endo-dig cyclization followed by oxidation/elimination of o-alkynylarylaldimines with 4-hydroxybenzylamine was developed for preparation of isoquinolines. The intermediates of this tandem reaction were monitored by mass spectroscopy (MS) to confirm the reaction pathway. This methodology was further applied to the design and synthesis of a novel ratiometric chemosensor for determination of fluoride. (C) 2019 Elsevier Ltd. All rights reserved.

引用

页数：5

共 2 条

[1] An expedient approach to 1,2-dihydroisoquinoline derivatives via cobalt catalysed 6-endo dig cyclization followed by Mannich condensation of o-alkynylarylaldimines
Urvashi
Rastogi, Gaurav K.
Ginotra, Sandeep K.
Agarwal, Alka
Tandon, Vibha
ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (04) : 1000 - 1007
[2] An expedient approach to 1,2-dihydroisoquinoline derivatives via cobalt catalysed 6-endo dig cyclization followed by Mannich condensation of o-alkynylarylaldimines
Chemical Biology Research Laboratory, Department of Chemistry, University of Delhi, Delhi
110007, India
不详
560099, India
不详
221005, India
不详
110067, India
Org. Biomol. Chem., 4 (1000-1007):

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