Synthesis of Fluorinated Imines by Addition of Fluoroalkyl Radicals to Conjugated Imines

被引：12

作者：

Ueda, Masafumi ^{[1
]}

Iwasada, Eri ^{[1
]}

Miyabe, Hideto ^{[2
]}

Miyata, Okiko ^{[1
]}

Naito, Takeaki ^{[1
]}

机构：

[1] Kobe Pharmaceut Univ, Higashinada Ku, Kobe, Hyogo 6588558, Japan

[2] Hyogo Univ Hlth Sci, Sch Pharm, Chuo Ku, Kobe, Hyogo 6508530, Japan

来源：

SYNTHESIS-STUTTGART | 2010年 / 12期

关键词：

imines; fluoro compounds; addition reactions; radical reactions; fluoroalkylimines; CARBON-CENTERED RADICALS; PERFLUOROALKYL IODIDES; ASYMMETRIC-SYNTHESIS; ALKYL RADICALS; AMINO-ACIDS; TRIFLUOROMETHYLATION; CHEMISTRY; ALDEHYDES; BOND;

D O I：

10.1055/s-0029-1218755

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel preparation of beta-perfluoroalkyl imine derivatives, useful as synthetic building blocks, was achieved by a route involving addition of electrophilic fluoroalkyl radicals to alpha,beta-unsaturated imines.

引用

页码：1999 / 2004

页数：6

共 50 条

[41] An Efficient Microwave Method for the Synthesis of Imines
Border, Emily C.
Blair, Victoria L.
Andrews, Philip C.
AUSTRALIAN JOURNAL OF CHEMISTRY, 2015, 68 (05) : 844 - 848
[42] LANTHANUM ISOPROPOXIDE CATALYZED ADDITION OF ACTIVATED NUCLEOPHILES TO IMINES
YAMAMOTO, Y
FUKUI, H
HONDA, Y
APPLIED ORGANOMETALLIC CHEMISTRY, 1995, 9 (5-6) : 467 - 471
[43] Asymmetric diastereodivergent Michael addition of 2-chloromalonate esters to conjugated imines enabled by catalyst metal change
Espinosa, Miguel
May, Gonzalo
Cardona, Luz
Merino, Pedro
Pedro, Jose R.
ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (16) : 2907 - 2915
[44] Radical conjugate addition of ambiphilic fluorinated free radicals
De Schutter, Coralie
Pfund, Emmanuel
Lequeux, Thierry
TETRAHEDRON, 2013, 69 (29) : 5920 - 5926
[45] New efficient synthetic routes to enantiomerically pure fluoroalkyl (arylsulfinyl)methyl imines and amines
Bravo, P
Cavicchio, G
Crucianelli, M
Markovsky, AL
Volonterio, A
Zanda, M
SYNLETT, 1996, (09) : 887 - &
[46] Diastereoselective Addition of Prochiral Nucleophilic Alkenes to α-Chiral N-Sulfonyl Imines
Gutierrez, David A.
Fettinger, James
Houk, K. N.
Ando, Kaori
Shaw, Jared T.
ORGANIC LETTERS, 2022, 24 (05) : 1164 - 1168
[47] Catalytic Asymmetric Addition of Alkyl and Aryl Alkynes to N-(Diphenylphosphinoyl)imines
Ying, Jun
Wu, Xue-Dan
Wang, Danny
Pu, Lin
JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (19) : 8900 - 8905
[48] Catalytic Asymmetric γ-Lactam Synthesis from Enolisable Anhydrides and Imines
Collar, Aaron Gutierrez
Trujillo, Cristina
Lockett-Walters, Bruce
Twamley, Brendan
Connon, Stephen J.
CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (30) : 7275 - 7279
[49] Electrochemical Synthesis of Trisubstituted Oxazoles and Imines from β-Diketones and Amines
Wang, Yangli
Zhao, Xiao-Jing
Wu, Xi
Zhang, Lizhu
Li, Ganpeng
He, Yonghui
CHEMELECTROCHEM, 2022, 9 (15)
[50] Synthesis of Polysubstituted Pyrroles via Silver-Catalyzed Oxidative Radical Addition of Cyclopropanols to Imines
Zhou, Yulu
Wu, Mingchang
Liu, Yi
Cheng, Cungui
Zhu, Gangguo
ORGANIC LETTERS, 2020, 22 (19) : 7542 - 7546

← 1 2 3 4 5 →