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] Stereoselective addition of dimethyl thiophosphite to imines
Tongcharoensirikul, P
Suarez, AI
Voelker, T
Thompson, CM
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (07): : 2322 - 2326
[42] Umpolung Addition of Aldehydes to Aryl Imines
Chen, Ning
Dai, Xi-Jie
Wang, Haining
Li, Chao-Jun
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (22) : 6260 - 6263
[43] Synthesis of fluorinated chiral amines using N-tert-butylsulfinyl imines
Liu, Jun
Hu, Jinbo
FUTURE MEDICINAL CHEMISTRY, 2009, 1 (05) : 875 - 888
[44] Isothiourea-catalyzed formal enantioselective conjugate addition of benzophenone imines to β-fluorinated α,β-unsaturated esters
Lapetaje, Jerson E.
Young, Claire M.
Shu, Chang
Smith, Andrew D.
CHEMICAL COMMUNICATIONS, 2022, 58 (49) : 6886 - 6889
[45] CYCLIZATION OF CARBINYL RADICALS ONTO IMINES AND HYDRAZONES
BOWMAN, WR
STEPHENSON, PT
TERRETT, NK
YOUNG, AR
TETRAHEDRON LETTERS, 1994, 35 (34) : 6369 - 6372
[46] Synthesis of fluorinated allylic amines:: Reaction of 2-(trimethylsilyl)ethyl sulfones and sulfoxides with fluorinated imines
Fustero, Santos
Flores, Sonia
Cunat, Ana C.
Jimenez, Diego
del Pozo, Carlos
Bueno, Jorge
Sanz-Cervera, Juan F.
JOURNAL OF FLUORINE CHEMISTRY, 2007, 128 (10) : 1248 - 1254
[47] SYNTHESIS OF GAMMA-CYANOALDEHYDES - CONJUGATED ADDITION OF LITHIATED ANIONS OF ARYLACETONITRILES TO ALPHA-BETA-UNSATURATED ALDEHYDES AND IMINES
ELBOUZ, M
ROUXSCHMITT, MC
WARTSKI, L
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (17) : 779 - 780
[48] SYNTHESIS AND NUCLEOPHILIC-ADDITION TO CONJUGATED IMINES OF 3,5-DIMETHYL-1-(P-ANILINO)PYRAZOLE
FERNANDES, PS
JOSHI, NN
MENEZES, AJ
DSOUZA, V
NADKARNY, VV
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1977, 54 (09) : 923 - 924
[49] Synthesis of α-tribromomethylamines via Mg-mediated addition of bromoform to imines
Gopi, Elumalai
Namboothiri, Irishi N. N.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (17) : 2769 - 2777
[50] Organocatalytic Nucleophilic Addition of Hydrazones to Imines: Synthesis of Enantioenriched Vicinal Diamines
Wang, Yang
Wang, Qian
Zhu, Jieping
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (20) : 5612 - 5615

← 1 2 3 4 5 →