Regioselective Chlorination of Quinoline Derivatives via Fluorine Mediation in a Microfluidic Reactor

被引：8

作者：

Qi, Hao ^{[1
]}

Li, Xin ^{[1
]}

Liu, Zhuang ^{[1
]}

Miao, Shan-Shan ^{[1
]}

Fang, Zheng ^{[1
]}

Chen, Lin ^{[1
]}

Fang, Zheng ^{[1
]}

Guo, Kai ^{[1
,2
]}

机构：

[1] Nanjing Tech Univ, Coll Biotechnol & Pharmaceut Engn, Nanjing 211816, Jiangsu, Peoples R China

[2] Nanjing Tech Univ, State Key Lab Mat Oriented Chem Engn, Nanjing 211816, Jiangsu, Peoples R China

来源：

CHEMISTRYSELECT | 2018年 / 3卷 / 38期

基金：

中国国家自然科学基金;

关键词：

C2; heterocycle; Halogenation; Microreactor; Nucleophilic substitution; Selectfluor; HETEROCYCLIC N-OXIDES; SILVER(I) COMPLEXES; MICRO-REACTION; FUNCTIONALIZATION; MICROREACTOR; TECHNOLOGY; DYNAMICS;

D O I：

10.1002/slct.201802925

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel green and efficient reaction route for the synthesis of 2-chloroquinoline via N-fluoride fluorinated by 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo [2.2.2] octane bis(tetrafluoroborate) (Selectfluor) with 1,3-Dichloro-5,5-dimethylhydantoin (DCDMH) in Vapourtec reactor has been developed. In addition, a series of C2 heterocyclic derivative products are obtained in moderate to good yields under no metal conditions.

引用

页码：10689 / 10693

页数：5

共 50 条

[31] Synthesis and antitubercular and antibacterial activity of some active fluorine containing quinoline-pyrazole hybrid derivatives
Nayak, Nagabhushana
Ramprasad, Jurupula
Dalimba, Udayakumar
JOURNAL OF FLUORINE CHEMISTRY, 2016, 183 : 59 - 68
[32] Development and validation of a microfluidic reactor for biofilm monitoring via optical methods
Meyer, Mariana T.
Roy, Varnika
Bentley, William E.
Ghodssi, Reza
JOURNAL OF MICROMECHANICS AND MICROENGINEERING, 2011, 21 (05)
[33] Regioselective Chlorination of Quinoline N-Oxides and Isoquinoline N-Oxides Using PPh3/Cl3CCN
Qiao, Kai
Wan, Li
Sun, Xiaoning
Zhang, Kai
Zhu, Ning
Li, Xin
Guo, Kai
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (08) : 1606 - 1611
[34] REGIOSELECTIVE SYNTHESIS OF NEW SUCROSE DERIVATIVES VIA 3-KETOSUCROSE
PIETSCH, M
WALTER, M
BUCHHOLZ, K
CARBOHYDRATE RESEARCH, 1994, 254 : 183 - 194
[35] Regioselective esterification of vicinal diols on monosaccharide derivatives via Mitsunobu reactions
Wang, Guijun
Ella-Menye, Jean-Rene
St. Martin, Michael
Yang, Hao
Williams, Kristopher
ORGANIC LETTERS, 2008, 10 (19) : 4203 - 4206
[36] PREPARATION OF FUNCTIONALIZED METHOXYBENZENE DERIVATIVES VIA REGIOSELECTIVE HOMOLYTIC MONOBROMINATION OF DIMETHYLMETHOXYBENZENES
GHERA, E
PLEMENITAS, A
BENDAVID, Y
SYNTHESIS-STUTTGART, 1984, (06): : 504 - 506
[37] Regioselective Synthesis of Annulated Quinoline and Pyridine Derivatives by Silver-Catalyzed 6-endo-dig Cycloisomerization
Majumdar, K. C.
Nandi, Raj Kumar
Ganai, Sintu
Taher, Abu
SYNLETT, 2011, (01) : 116 - 120
[38] REGIOSELECTIVE SYNTHESIS OF HYDROXY SULFIDES VIA TRIFLUOROACETOXYSULFENYLATION OF DERIVATIVES OF ALLYLIC ALCOHOLS
ZAKARIA, KM
ELSAMII, A
ALASHMAWY, MI
MELLOR, JM
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (08): : 2509 - 2515
[39] Microwave assisted regioselective synthesis of novel pyrazoles and pyrazolopyridazines via fluorine containing building blocks
Althagafi, Ismail I.
Shaaban, Mohamed R.
JOURNAL OF MOLECULAR STRUCTURE, 2017, 1142 : 122 - 129
[40] Preparation of δ-fluorinated homoallylic alcohol derivatives via regioselective hydride reduction of allylic alcohol derivatives
Nakamura, Y
Okada, M
Horikawa, H
Taguchi, T
JOURNAL OF FLUORINE CHEMISTRY, 2002, 117 (02) : 143 - 148

← 1 2 3 4 5 →