One-pot and regioselective synthesis of functionalized γ-lactams via a metal-free sequential Ugi 4CR/Intramolecular 5-exo-dig cyclization reaction

Tetrahedron ◽  
2020 ◽  
Vol 76 (34) ◽  
pp. 131389
Author(s):  
Yan-Mei Yan ◽  
Meng-Liang Wang ◽  
Yu-Long Liu ◽  
Ying-Chun He
Keyword(s):  
Cyclization Reaction ◽  
Regioselective Synthesis ◽  
One Pot ◽  
Metal Free

Diverse privileged N-polycyclic skeletons accessed from a metal-free cascade cyclization reaction

2021 ◽  
Vol 19 (37) ◽  
pp. 8086-8095
Author(s):  
Wenzhong Li ◽  
Yu Wang ◽  
Huijing Qi ◽  
Ran Shi ◽  
Jiazhu Li ◽  
...  
Keyword(s):  
Membered Ring ◽  
Cyclization Reaction ◽  
One Pot ◽  
Metal Free ◽  
Cascade Cyclization ◽  
One Pot Synthesis ◽  
Ring Compounds

Metal-free cascade cyclization of 2-acylbenzoic acids with amines provided a one-pot synthesis of diverse isoindoloisoquinoline and benzoindolizinoindole derivatives, which were subsequently used to produce nitrogen-containing nine-membered ring compounds.

A transition metal-free approach towards the regioselective synthesis of β-carboline tethered pyrroles and 2,3-dihydro-1H-pyrroles

2020 ◽  
Vol 44 (28) ◽  
pp. 12370-12383
Author(s):  
Manpreet Singh ◽  
Avijit Kumar Paul ◽  
Virender Singh
Keyword(s):  
Transition Metal ◽  
Regioselective Synthesis ◽  
One Pot ◽  
Sequential Approach ◽  
Metal Free

A transition metal-free one-pot sequential approach has been unfolded for the synthesis of β-carboline tethered pyrroles and 2,3-dihydro-1H-pyrroles by using highly diverse 1-formyl-9H-β-carbolines as a template.

Transition-metal-free multinitrogenation of amides by C–C bond cleavage: a new approach to tetrazoles

2018 ◽  
Vol 54 (79) ◽  
pp. 11148-11151 ◽  
Author(s):  
Lian-Hua Li ◽  
Zhi-Jie Niu ◽  
Ying-Xiu Li ◽  
Yong-Min Liang
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Regioselective Synthesis ◽  
One Pot ◽  
New Approach ◽  
Metal Free

A metal-free brand-new one-pot multinitrogenation of amides for the chemo-, regioselective synthesis of 1,5-disubstituted tetrazoles has been developed.

One-Pot Regioselective Synthesis of 2,5,6,7-Tetrahydroimidazo [1,2-a]imidazol-3-ones Starting from (Vinylimino)phosphoranes

Synlett ◽  
2019 ◽  
Vol 30 (07) ◽  
pp. 857-859 ◽  
Author(s):  
Fen Tan ◽  
Zheng-Zheng Meng ◽  
Xiao-Qin Xiong ◽  
Guo-Ping Zeng ◽  
Ming-Wu Ding
Keyword(s):  
Nucleophilic Addition ◽  
Cyclization Reaction ◽  
Regioselective Synthesis ◽  
One Pot ◽  
Tosyl Chloride ◽  
Aryl Isocyanates ◽  
Wittig Reactions

A new, one-pot, regioselective preparation of 2,5,6,7-tetrahydroimidazo[1,2-a]imidazol-3-ones by a sequential aza-Wittig/nucleophilic addition/cyclization reaction was developed. The aza-Wittig reactions of ethyl (2Z)-3-aryl-2-[(triphenylphosphoranylidene)amino] acrylates with aryl isocyanates produced carbodiimide intermediates that were then treated sequentially with 2-aminoethanol and tosyl chloride/triethylamine to give the corresponding (2Z)-2-[(substituted)benzylidene]-2,5,6,7-tetrahydro-3H-imidazo[1,2-a]imidazol-3-ones in good overall yields and with high regioselectivity.

Metal-free synthesis of 3-methylthiofurans from homopropargylic alcohols and DMSO via a tandem sulfenylation/cyclization reaction in a one-pot manner

2016 ◽  
Vol 3 (12) ◽  
pp. 1746-1749 ◽  
Author(s):  
Zhenyu An ◽  
Yue She ◽  
Xiaodong Yang ◽  
Xiaobo Pang ◽  
Rulong Yan
Keyword(s):  
Cyclization Reaction ◽  
One Pot ◽  
Metal Free ◽  
Homopropargylic Alcohols

A tandem sulfenylation/cyclization reaction for the synthesis of 3-methylthiofurans from homopropargylic alcohols and DMSO in a one-pot manner has been developed.

Ionic Liquid Catalyzed Efficient Regioselective Synthesis of 1,4- Disubstituted 1,2,3-Triazoles under Metal and Solvent free Conditions

2020 ◽  
Vol 07 ◽  
Author(s):  
Abid H. Banday ◽  
Victor J. Hruby
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Solvent Free ◽  
Regioselective Synthesis ◽  
Chromatographic Separations ◽  
One Pot ◽  
Green Protocol ◽  
Metal Free ◽  
Organic Azides ◽  
Solvent Free Conditions

Background: Unprecedented, one-pot regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles through azide- aldehyde (3+2) organo-click cycloaddition under metal and solvent-free conditions, is described. Objective: Solvent and metal free synthesis of biologically and industrially important triazoles. Methods: Efficient and high yielding synthesis of products avoiding the tedious high solvent workups and chromatographic separations. The synthesis doesn’t involve the routine acetylenes which are very costly but instead cheaper starting materials like aldehydes and organic azides are used. Results: Green protocol based on the catalysis through Ionic Liquids which simultaneously act as solvents. The products are obtained in good to excellent yields in hassle free synthesis. Conclusion: Efficient and green synthesis of structurally and biologically important triazoles.

Metal-free, visible-light-promoted oxidative radical cyclization of N-biarylglycine esters: one-pot construction of phenanthridine-6-carboxylates in water

2019 ◽  
Vol 21 (16) ◽  
pp. 4406-4411 ◽  
Author(s):  
Palani Natarajan ◽  
Deachen Chuskit ◽  
Priya Priya
Keyword(s):  
Visible Light ◽  
Intramolecular Cyclization ◽  
Radical Cyclization ◽  
Cyclization Reaction ◽  
Ambient Conditions ◽  
One Pot ◽  
Light Blue ◽  
Metal Free ◽  
Air Atmosphere ◽  
Oxidative Radical Cyclization

A metal-free, visible-light (blue LED: hν = 425 ± 15 nm) photoredox-catalyzed intramolecular cyclization reaction of N-biarylglycine esters to phenanthridine-6-carboxylates in water under an open air atmosphere at ambient conditions has been developed.

Highly regioselective synthesis of 4-tosylthiomorpholine via intramolecular cyclization of N-tethered thioalkenols

2016 ◽  
Vol 14 (44) ◽  
pp. 10489-10495 ◽  
Author(s):  
Anil K. Saikia ◽  
Manash J. Deka ◽  
Upasana Borthakur
Keyword(s):  
Intramolecular Cyclization ◽  
Regioselective Synthesis ◽  
Elimination Reaction ◽  
One Pot ◽  
Metal Free ◽  
Subsequent Elimination

A one-pot, metal-free procedure has been developed for the synthesis of 4-tosylthiomorpholine from N-tethered thioalkenols via bromination, cyclization and subsequent elimination reaction in good yields. The reaction is highly regioselective.

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