F BOND ACTIVATION;
GEM-DIFLUOROALKENES;
DIAZO-COMPOUNDS;
FLUORINE;
SUBSTITUTION;
NITRILE;
DIFLUOROOLEFINATION;
PHARMACEUTICALS;
CATALYSIS;
TERTIARY;
D O I:
10.1039/d0qo00121j
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A double allylic defluorinative alkylation reaction of 1,1-bisnucleophiles with (trifluoromethyl)alkenes is reported that occurs via the exclusively regioselective S(N)2 reaction. Various aliphatic nitriles, esters, and indolin-2-one derivatives could serve as 1,1-bisnucleophiles, delivering diverse attractive symmetric gem-difluoroalkene substituted products in high yields via the construction of all-carbon quaternary centers. Interestingly, the chemoselective SNV reaction between gem-difluoroalkenes and nucleophiles is completely inhibited. The nitrile group might help to stabilize the alpha-carbanion intermediates.
机构:
Univ Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan
Fuchibe, Kohei
;
Hatta, Hibiki
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan
Hatta, Hibiki
;
Oh, Ken
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan
Oh, Ken
;
Oki, Rie
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan
Oki, Rie
;
Ichikawa, Junji
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan
机构:
Univ Tsukuba, Fac Pure & Appl Sci, Div Chem, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Fac Pure & Appl Sci, Div Chem, Tsukuba, Ibaraki 3058571, Japan
Fuchibe, Kohei
;
论文数: 引用数:
h-index:
机构:
Takahashi, Masaki
;
Ichikawa, Junji
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tsukuba, Fac Pure & Appl Sci, Div Chem, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Fac Pure & Appl Sci, Div Chem, Tsukuba, Ibaraki 3058571, Japan
机构:
Univ Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan
Fuchibe, Kohei
;
Hatta, Hibiki
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan
Hatta, Hibiki
;
Oh, Ken
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan
Oh, Ken
;
Oki, Rie
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan
Oki, Rie
;
Ichikawa, Junji
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Div Chem, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058571, Japan
机构:
Univ Tsukuba, Fac Pure & Appl Sci, Div Chem, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Fac Pure & Appl Sci, Div Chem, Tsukuba, Ibaraki 3058571, Japan
Fuchibe, Kohei
;
论文数: 引用数:
h-index:
机构:
Takahashi, Masaki
;
Ichikawa, Junji
论文数: 0引用数: 0
h-index: 0
机构:
Univ Tsukuba, Fac Pure & Appl Sci, Div Chem, Tsukuba, Ibaraki 3058571, JapanUniv Tsukuba, Fac Pure & Appl Sci, Div Chem, Tsukuba, Ibaraki 3058571, Japan