Visible-light-induced photocatalytic oxytrifluoromethylation of N-allylamides for the synthesis of CF3-containing oxazolines and benzoxazines

被引：135

作者：

Deng, Qiao-Hui ^{[1
]}

Chen, Jia-Rong ^{[1
]}

Wei, Qiang ^{[1
]}

Zhao, Quan-Qing ^{[1
]}

Lu, Liang-Qiu ^{[1
]}

Xiao, Wen-Jing ^{[1
,2
]}

机构：

[1] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China

[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 17期

基金：

中国国家自然科学基金;

关键词：

PHOTOREDOX CATALYSIS; TRIFLUOROMETHYLATION REACTIONS; ASYMMETRIC FLUORINATION; CYCLIZATION REACTIONS; COMBINING PHOTOREDOX; ALKENES; INHIBITORS; EFFICIENT; DIFUNCTIONALIZATION; 4H-3,1-BENZOXAZINES;

D O I：

10.1039/c4cc10217g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A visible-light-induced photocatalytic oxytrifluoromethylation reaction of N-allylamides has been developed for the efficient synthesis of CF3-containing oxazolines and benzoxazines under mild reaction conditions.

引用

页码：3537 / 3540

页数：4

共 93 条

[1] UNUSUAL ANTHELMINTIC OXAZOLES FROM A MARINE SPONGE
ADAMCZESKI, M
QUINOA, E
CREWS, P
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (05) : 1598 - 1602
[2] [Anonymous], 2004, CHEMBIOCHEM, V5, P570
[3] Recent Advances in Trifluoromethylation Reactions with Electrophilic Trifluoromethylating Reagents
Barata-Vallejo, Sebastian
Lantano, Beatriz
Postigo, Al
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (51) : 16806 - 16829
[4] Tamed Arene and Heteroarene Trifluoromethylation
Besset, Tatiana
Schneider, Cedric
Cahard, Dominique
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (21) : 5048 - 5050
[5] The leupyrrins:: A structurally unique family of secondary metabolites from the myxobacterium Sorangium cellulosum
Bode, HB
Irschik, H
Wenzel, SC
Reichenbach, H
Müller, R
Höfle, G
[J]. JOURNAL OF NATURAL PRODUCTS, 2003, 66 (09): : 1203 - 1206
[6] Copper-Catalyzed Intramolecular Electrophilic Carbofunctionalization of Allylic Amides
Cahard, Elise
Bremeyer, Nadine
Gaunt, Matthew J.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (35) : 9284 - 9288
[7] Regioselective Formation of 2,5-Disubstituted Oxazoles Via Copper(I)-Catalyzed Cycloaddition of Acyl Azides and 1-Alkynes
Cano, Israel
Alvares, Eleuterio
Carmen Nicasio, M.
Perez, Pedro J.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (02) : 191 - 193
[8] Oxidative Trifluoromethylation and Trifluoromethylthiolation Reactions Using (Trifluoromethyl)trimethylsilane as a Nucleophilic CF3 Source
Chu, Lingling
Qing, Feng-Ling
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2014, 47 (05) : 1513 - 1522
[9] Synthesis of 4H-3,1-benzoxazines, quinazolin-2-ones, and quinoline-4-ones by palladium-catalyzed oxidative carbonylation of 2-ethynylaniline derivatives
Costa, M
Della Cà, N
Gabriele, B
Massera, C
Salerno, G
Soliani, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (07) : 2469 - 2477
[10] Catalytic, Asymmetric Halofunctionalization of Alkenes-A Critical Perspective
Denmark, Scott E.
Kuester, William E.
Burk, Matthew T.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (44) : 10938 - 10953

← 1 2 3 4 5 6 7 8 9 10 →