Regioselective synthesis of 9-azabicyclo[4.2.1]- and 9-azabicyclo[3.3.1]nonane derivatives via transannular electrophilic cyclization of N-protected aminocyclooct-4-ene

Won-Hun Ham; Kee-Soo Kim; Young-Hoon Jung; Tae-Heung Cho; Seong-Hoon Cho; Hokoon Park

doi:10.1007/bf02976392

Regioselective synthesis of 9-azabicyclo[4.2.1]- and 9-azabicyclo[3.3.1]nonane derivatives via transannular electrophilic cyclization of N-protected aminocyclooct-4-ene

Archives of Pharmacal Research ◽

10.1007/bf02976392 ◽

1996 ◽

Vol 19 (5) ◽

pp. 432-434 ◽

Cited By ~ 1

Author(s):

Won-Hun Ham ◽

Kee-Soo Kim ◽

Young-Hoon Jung ◽

Tae-Heung Cho ◽

Seong-Hoon Cho ◽

...

Keyword(s):

Regioselective Synthesis ◽

Electrophilic Cyclization

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ChemInform Abstract: Bifunctionalized Allenes. Part 10. An Electrophilic Cyclization Protocol for Convenient Highly Regioselective Synthesis of 3-Sulfonylfuran-2(5H)-ones from 2-Sulfonylallenoates

ChemInform ◽

10.1002/chin.201404101 ◽

2014 ◽

Vol 45 (4) ◽

pp. no-no

Author(s):

Valerij Ch. Chritov ◽

Ivaylo K. Ivanov ◽

Ismail E. Ismailov

Keyword(s):

Regioselective Synthesis ◽

Electrophilic Cyclization

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Selenium-promoted electrophilic cyclization of arylpropiolamides: synthesis of 3-organoselenyl spiro[4,5]trienones

Organic & Biomolecular Chemistry ◽

10.1039/d0ob00609b ◽

2020 ◽

Vol 18 (18) ◽

pp. 3544-3551

Author(s):

Ana Maria S. Recchi ◽

Pedro H. P. Rosa ◽

Davi F. Back ◽

Gilson Zeni

Keyword(s):

Regioselective Synthesis ◽

Electrophilic Cyclization ◽

Synthetic Approach

A synthetic approach to regioselective synthesis of 3-organochalcogenyl spiro[4,5]trienones and 3-organochalcogenyl[4,5]triene-2,6-diones is described through the reaction of arylpropiolamides with an electrophilic chalcogen source.

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Regioselective Synthesis of 3-Haloalkyl-isoxazoles from the Electrophilic Cyclization of Halogenated Oximes

10.5151/chempro-14bmos-r0053-1 ◽

2013 ◽

Author(s):

Simone Schneider Amaral ◽

Paulo Henrique Schneider

Keyword(s):

Regioselective Synthesis ◽

Electrophilic Cyclization

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Bifunctionalized Allenes. Part X. An Electrophilic Cyclization Protocol for Convenient Highly Regioselective Synthesis of 3-Sulfonylfuran-2(5H)-ones from 2-Sulfonylallenoates

Heterocycles ◽

10.3987/com-13-12769 ◽

2013 ◽

Vol 87 (9) ◽

pp. 1903 ◽

Cited By ~ 7

Author(s):

Valerij Ch. Christov ◽

Ismail E. Ismailov ◽

Ivaylo K. Ivanov

Keyword(s):

Regioselective Synthesis ◽

Electrophilic Cyclization

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ChemInform Abstract: Regioselective Synthesis of Pyridoquinolones and Pyridocoumarins via Molecular Iodine-Mediated 6-endo-dig Electrophilic Cyclization.

ChemInform ◽

10.1002/chin.201116154 ◽

2011 ◽

Vol 42 (16) ◽

pp. no-no

Author(s):

K. C. Majumdar ◽

Inul Ansary ◽

Srikanta Samanta ◽

Brindaban Roy

Keyword(s):

Molecular Iodine ◽

Regioselective Synthesis ◽

Electrophilic Cyclization

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2-O-Acyl-3-O-(1-Acyloxyalkyl) Prodrugs of 5,6-Isopropylidene-L-Ascorbic Acid and L-Ascorbic Acid: Regioselective Synthesis, Antioxidant Activity, and Ability to Permeate Silicone Membranes

10.26226/morressier.57d6b2b5d462b8028d88ddf1 ◽

2016 ◽

Author(s):

Kenneth Sloan

Keyword(s):

Antioxidant Activity ◽

Ascorbic Acid ◽

Regioselective Synthesis ◽

Silicone Membranes

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OnePot Regioselective Synthesis of Heterocyclic Compounds by the Application of Sonogashira Reaction as One of the Steps: A Review

Journal of Chemistry and Chemical Sciences ◽

10.29055/jccs/576 ◽

2018 ◽

Vol 8 (2) ◽

pp. 212-230

Author(s):

Sanjay Nath

Keyword(s):

Heterocyclic Compounds ◽

Regioselective Synthesis ◽

Sonogashira Reaction ◽

One Pot

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Synthesis of Novel Bis-pyrazoles via Electrophilic Cyclization

Letters in Organic Chemistry ◽

10.2174/1570178615666181106155555 ◽

2019 ◽

Vol 16 (6) ◽

pp. 511-516

Author(s):

Adnan Cetin

Keyword(s):

13C Nmr ◽

Cyclization Reaction ◽

Electrophilic Cyclization ◽

Pyrazole Derivatives ◽

Spectral Analyses ◽

Mass Spectral ◽

Palladium Catalyzed ◽

Ft Ir ◽

Reaction Compound

Efficient steps towards the synthesis of novel (phenyl)(1'-aryl-1,5,5'-triphenyl[3,3'-bi-1Hpyrazol]- 4-yl)methanones 4a-e were developed. The procedure starts from 1-(4-benzoyl-1,5-diphenyl- 1H-3-pyrazolyl)-3-phenyl-2-propyn-1-one (2) which was synthesized by a palladium catalyzed crosscoupling reaction. Compound 2 reacted with various hydrazines to give (E)-(phenyl)[1,5-diphenyl-3- [3-phenyl-1-(2-arylhydrazono)-2-propyn-1-yl]-1H-4-pyrazolyl]methanones E-3a-e. The bis-pyrazole derivatives 4a-e were synthesized from electrophilic cyclization reaction of α,β-acetylenic hydrazones E-3a-e and copper(I) iodide. All synthesized compounds were characterized by FT-IR, 1H, 13C NMR and Mass spectral analyses.

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Facile Regioselective Synthesis of Pyrrolo-Pyrones: Tandem Reaction of 4- N-(4 -Aryloxy-2 -ynyl), N-Methyl Pyran-2-Ones with 3-Chloroperoxybenzoic Acid (Experimental Section)

Letters in Organic Chemistry ◽

10.2174/157017805774717580 ◽

2005 ◽

Vol 2 (8) ◽

pp. 739-741 ◽

Cited By ~ 1

Author(s):

Krishna Majumdar ◽

Habibur Rahaman ◽

Brindaban Roy

Keyword(s):

Regioselective Synthesis ◽

Tandem Reaction ◽

Experimental Section

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Regioselective Synthesis of Functionalized Oxime Ethers

Letters in Organic Chemistry ◽

10.2174/157017810791824874 ◽

2010 ◽

Vol 7 (6) ◽

pp. 479-482 ◽

Cited By ~ 5

Author(s):

Jun Liu ◽

Dafeng Li ◽

Jian Li ◽

Chunju Li ◽

Xueshun Jia

Keyword(s):

Regioselective Synthesis

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Regioselective synthesis of 9-azabicyclo[4.2.1]- and 9-azabicyclo[3.3.1]nonane derivatives via transannular electrophilic cyclization of N-protected aminocyclooct-4-ene

ChemInform Abstract: Bifunctionalized Allenes. Part 10. An Electrophilic Cyclization Protocol for Convenient Highly Regioselective Synthesis of 3-Sulfonylfuran-2(5H)-ones from 2-Sulfonylallenoates

Selenium-promoted electrophilic cyclization of arylpropiolamides: synthesis of 3-organoselenyl spiro[4,5]trienones

Regioselective Synthesis of 3-Haloalkyl-isoxazoles from the Electrophilic Cyclization of Halogenated Oximes

Bifunctionalized Allenes. Part X. An Electrophilic Cyclization Protocol for Convenient Highly Regioselective Synthesis of 3-Sulfonylfuran-2(5H)-ones from 2-Sulfonylallenoates

ChemInform Abstract: Regioselective Synthesis of Pyridoquinolones and Pyridocoumarins via Molecular Iodine-Mediated 6-endo-dig Electrophilic Cyclization.

2-O-Acyl-3-O-(1-Acyloxyalkyl) Prodrugs of 5,6-Isopropylidene-L-Ascorbic Acid and L-Ascorbic Acid: Regioselective Synthesis, Antioxidant Activity, and Ability to Permeate Silicone Membranes

OnePot Regioselective Synthesis of Heterocyclic Compounds by the Application of Sonogashira Reaction as One of the Steps: A Review

Synthesis of Novel Bis-pyrazoles via Electrophilic Cyclization

Facile Regioselective Synthesis of Pyrrolo-Pyrones: Tandem Reaction of 4- N-(4 -Aryloxy-2 -ynyl), N-Methyl Pyran-2-Ones with 3-Chloroperoxybenzoic Acid (Experimental Section)

Regioselective Synthesis of Functionalized Oxime Ethers

OnePot Regioselective Synthesis of Heterocyclic Compounds by the Application of Sonogashira Reaction as One of the Steps: A Review