Construction of trifluoromethyl-containing heterocycles from trifluoroacetimidoyl chlorides and derivatives

被引：22

作者：

Yang, Zuguang ^{[1
]}

Wei, Guangming ^{[1
]}

Chen, Zhengkai ^{[1
]}

Wu, Xiao-Feng ^{[2
,3
]}

机构：

[1] Zhejiang Sci Tech Univ, Dept Chem, Key Lab Surface & Interface Sci Polymer Mat Zhejia, Hangzhou 310018, Peoples R China

[2] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, Dalian 116023, Liaoning, Peoples R China

[3] Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany

来源：

CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 33期

关键词：

85;

D O I：

10.1039/d3cc00836c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Recent advances in the direct synthesis of trifluoromethyl-containing heterocycles from trifluoroacetimidoyl chlorides (TFAICs) and derivatives, including trifluoroacetimidohydrazides (TFAIHs) and CF3-imidoyl sulfoxonium ylides (TFISYs), are systematically summarized and discussed. The cascade annulation reactions of trifluoromethyl-containing synthons with suitable coupling partners have emerged as a powerful and promising tool for the construction of a variety of trifluoromethyl-substituted heterocycles. Compared with other trifluoromethyl-containing building blocks, TFAICs and derivatives have notable merits of easy availability and handling, relative stability and safety, and high reactivity.

引用

页码：4872 / 4890

页数：19

共 50 条

[41] SYNTHESIS OF TRIFLUOROMETHYL-CONTAINING MONOMERS FOR THE PREPARATION OF PIEZOELECTRIC POLYMERS
HUBEL, M
OHAGAN, D
LIEBIGS ANNALEN, 1995, (03): : 583 - 586
[42] Organocatalytic Asymmetric Synthesis of α-Trifluoromethyl Homoallylic Amine Derivatives from Trifluoromethyl-Containing Ketoimines and Isatin-Derived Morita-Baylis-Hillman Carbonates
Chen, Danna
Deng, Yabo
Sun, Shuo
Jia, Pengfei
Huang, Jinqi
Yan, Wenjin
ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (02) : 178 - 193
[43] Site-selective trifluoroacetylation of dimethylamino-substituted pyridines and its use as a building block for trifluoromethyl-containing heterocycles
Kawase, M
Koyanagi, J
Saito, S
CHEMICAL & PHARMACEUTICAL BULLETIN, 1999, 47 (05) : 718 - 719
[44] Recent advances in the synthesis of trifluoromethyl-containing heterocyclic compounds via trifluoromethyl building blocks
Liu, Yaopeng
Tian, Qingyu
Ge, Jin
Wu, Xi
Li, Zhenghao
Cheng, Guolin
ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (31) : 6246 - 6276
[45] Synthesis of Trifluoromethyl-Containing Pyridines and Their Applications to Biologically Active Molecules
Katsuyama, Isamu
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2009, 67 (10) : 992 - 1000
[46] Synthesis and characterization of trifluoromethyl-containing polyimide-modified epoxy resins
Xianfeng Que
Yurong Yan
Zhiming Qiu
Yang Wang
Journal of Materials Science, 2016, 51 : 10833 - 10848
[47] Recent progress on selective deconstructive modes of halodifluoromethyl and trifluoromethyl-containing reagents
Ma, Xingxing
Song, Qiuling
CHEMICAL SOCIETY REVIEWS, 2020, 49 (24) : 9197 - 9219
[48] NEW TRIFLUOROMETHYL-CONTAINING ENKEPHALIN ANALOGS AS INHIBITORS FOR ENKEPHALIN-AMINOPEPTIDASE
OJIMA, I
OH, YI
KATO, K
JAMEISON, F
CONWAY, JD
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 202 : 151 - MEDI
[49] Preparation of Novel Trifluoroacetylketene O,N-Acetals and Trifluoromethyl-Containing S,S-Sulfoximido N-Substituted Heterocycles
Bonacorso, Helio G.
Vezzosi, Renata P.
Rodrigues, Isadora R.
Drekener, Roberta L.
Porte, Liliane M. F.
Flores, Alex F. C.
Zanatta, Nilo
Martins, Marcos A. P.
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2009, 20 (07) : 1370 - 1378
[50] Synthesis and characterization of novel trifluoromethyl-containing alcohols with Ruppert's reagent
Singh, Rajendra P.
Shreeve, Jean'ne M.
JOURNAL OF FLUORINE CHEMISTRY, 2012, 133 : 20 - 26

← 1 2 3 4 5 →