FeCl3
-Catalyzed Cascade Reactions of Cyclic Amines with 2-Oxo-2-arylacetic Acids toward Furan-2(5H
)-one Fused N,O
-Bicyclic Compounds

Xiaonan Shi; Yan He; Xinying Zhang; Xuesen Fan

doi:10.1002/adsc.201701053

FeCl3 -Catalyzed Cascade Reactions of Cyclic Amines with 2-Oxo-2-arylacetic Acids toward Furan-2(5H )-one Fused N,O -Bicyclic Compounds

Advanced Synthesis & Catalysis ◽

10.1002/adsc.201701053 ◽

2017 ◽

Vol 360 (2) ◽

pp. 261-266 ◽

Cited By ~ 15

Author(s):

Xiaonan Shi ◽

Yan He ◽

Xinying Zhang ◽

Xuesen Fan

Keyword(s):

Cascade Reactions ◽

Cyclic Amines ◽

Bicyclic Compounds ◽

Arylacetic Acids

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Regioselective Synthesis of Acylated N-Heterocycles via the Cascade Reactions of Saturated Cyclic Amines with 2-Oxo-2-arylacetic Acids

The Journal of Organic Chemistry ◽

10.1021/acs.joc.8b00805 ◽

2018 ◽

Vol 83 (12) ◽

pp. 6524-6533 ◽

Cited By ~ 18

Author(s):

Xiaonan Shi ◽

Xi Chen ◽

Muhua Wang ◽

Xinying Zhang ◽

Xuesen Fan

Keyword(s):

Cascade Reactions ◽

Regioselective Synthesis ◽

Cyclic Amines ◽

Arylacetic Acids

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Selective synthesis of β-nitrated N-heterocycles and N-nitroso-2-alkoxyamine aldehydes from inactivated cyclic amines promoted by tBuONO and oxoammonium salt

Chemical Communications ◽

10.1039/c9cc05963f ◽

2019 ◽

Vol 55 (82) ◽

pp. 12372-12375 ◽

Cited By ~ 1

Author(s):

Yan He ◽

Zhi Zheng ◽

Yajie Liu ◽

Jiajie Qiao ◽

Xinying Zhang ◽

...

Keyword(s):

Cascade Reactions ◽

Selective Synthesis ◽

Cyclic Amines ◽

Oxoammonium Salt

Solvent-dependent-controlled selective synthesis of β-nitrated N-heterocycles and N-nitroso chain 2-alkoxyamine aldehydes has been successfully realized viatBuONO and oxoammonium salt promoted cascade reactions of inactivated cyclic amines.

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Bicyclization of aza-compounds by positive halide ions. I. Cyclic amines

Canadian Journal of Chemistry ◽

10.1139/v85-199 ◽

1985 ◽

Vol 63 (6) ◽

pp. 1170-1172 ◽

Cited By ~ 6

Author(s):

R. M. Elofson ◽

F. F. Gadallah ◽

J. K. Laidler

Keyword(s):

Electrochemical Oxidation ◽

Halide Ions ◽

Cyclic Amine ◽

Reaction Conditions ◽

Specific Reaction ◽

Cyclic Amines ◽

Bicyclic Compounds

Cyclic amines are oxidized to the bicyclic compounds by electrochemical oxidation. The presence of halide ions is found necessary for the reaction to proceed and to produce any bicyclic products. It is postulated that a positive halide species, X(+), is produced electrochemically and stabilized under the specific reaction conditions. The X(+) ion forms a complex with the parent cyclic amine which decomposes to the bicyclic product and HX. An analogy between the Hofer–Moest reaction to produce C(+) and this reaction to produce X(+) is postulated

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C(sp3)–H dehydrogenation and C(sp2)–H alkoxy carbonylation of inactivated cyclic amines towards functionalized N-heterocycles

Chemical Communications ◽

10.1039/c6cc10227a ◽

2017 ◽

Vol 53 (28) ◽

pp. 4002-4005 ◽

Cited By ~ 23

Author(s):

Yan He ◽

Fang Wang ◽

Xinying Zhang ◽

Xuesen Fan

Keyword(s):

Cascade Reactions ◽

Efficient Synthesis ◽

Cyclic Amines

A novel and efficient synthesis of tetrahydropyridine-, dihydropyrrole-, and tetrahydroazepine-3-carboxylates via cascade reactions of cyclic amines with CO and alcohols is presented. To our knowledge, this should be the first example in which functionalized N-heterocycles were prepared through Pd-catalyzed C(sp3)–H dehydrogenation and C(sp2)–H carbonylation of cyclic amines.

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