A Tandem C-Acylation-Cyclization Reaction Sequence for the Synthesis of New N-Acyl-3-substituted 1,8-Naphthyridine-2,4-diones

Heterocycles ◽  
1999 ◽  
Vol 51 (7) ◽  
pp. 1609 ◽  
Author(s):  
Olga Igglessi-Markopoulou ◽  
Alexandros Zografos ◽  
Christos Mitsos
Keyword(s):  
Cyclization Reaction ◽  
Reaction Sequence

Photocatalytic xanthate-based radical addition/cyclization reaction sequence toward 2-biphenyl isocyanides: synthesis of 6-alkylated phenanthridines

2020 ◽  
Vol 18 (18) ◽  
pp. 3487-3491 ◽  
Author(s):  
Pedro López-Mendoza ◽  
Luis D. Miranda
Keyword(s):  
Radical Addition ◽  
Cyclization Reaction ◽  
Modular Approach ◽  
Reaction Sequence

A photocatalytic xanthate-based radical addition/cyclization reaction cascade toward 2-biphenylisocyanides is described as a practical and modular approach to 6-alkylated phenanthridines.

Aldol-cyclization reaction sequence for the synthesis of tetrahydrofurans

1997 ◽  
Vol 38 (22) ◽  
pp. 3837-3840 ◽  
Author(s):  
Michael A. Calter ◽  
Priyantha M. Sugathapala ◽  
Cheng Zhu
Keyword(s):  
Cyclization Reaction ◽  
Reaction Sequence ◽  
Aldol Cyclization

ChemInform Abstract: A Tandem C-Acylation-Cyclization Reaction Sequence for the Synthesis of New N-Acyl-3-Substituted-1,8-naphthyridine-2,4-diones.

ChemInform ◽  
2010 ◽  
Vol 30 (43) ◽  
pp. no-no
Author(s):  
Alexandros Zografos ◽  
Christos Mitsos ◽  
Olga Igglessi-Markopoulou
Keyword(s):  
Cyclization Reaction ◽  
Reaction Sequence

ChemInform Abstract: Aldol-Cyclization Reaction Sequence for the Synthesis of Tetrahydrofurans.

ChemInform ◽  
2010 ◽  
Vol 28 (36) ◽  
pp. no-no
Author(s):  
M. A. CALTER ◽  
P. M. SUGATHAPALA ◽  
C. ZHU
Keyword(s):  
Cyclization Reaction ◽  
Reaction Sequence ◽  
Aldol Cyclization

ChemInform Abstract: Enantioselective Michael/Cyclization Reaction Sequence: Scaffold-Inspired Synthesis of Spirooxindoles with Multiple Stereocenters.

ChemInform ◽  
2012 ◽  
Vol 43 (8) ◽  
pp. no-no
Author(s):  
Yiming Cao ◽  
Xianxing Jiang ◽  
Luping Liu ◽  
Fangfang Shen ◽  
Futing Zhang ◽  
...  
Keyword(s):  
Cyclization Reaction ◽  
Reaction Sequence

Highly Diastereo-, α-Regioselective Catalyst-Free Construction of Adjacent Dispirobisoxindoles with Three Contiguous Quaternary Carbon Centers

Synthesis ◽  
2018 ◽  
Vol 51 (03) ◽  
pp. 683-692 ◽  
Author(s):  
Yan Jiang ◽  
Min-Yi Tian ◽  
Xiong-Li Liu ◽  
Shun-Qin Chang ◽  
Sheng-Wen Xu ◽  
...  
Keyword(s):  
Small Molecules ◽  
Cyclization Reaction ◽  
Bioactive Molecules ◽  
Quaternary Carbon ◽  
Reaction Sequence ◽  
Carbon Centers ◽  
Catalyst Free ◽  
Free Construction

A new methodology was developed for the highly diastereoselective construction of dispirobisoxindole scaffolds via a domino α-regioselective Michael/cyclization reaction sequence of 3-isothiocyanato oxindoles and isatylidene malononitriles under catalyst-free conditions. Complex polycyclic oxindoles featuring two side-by-side oxindole skeletons and three contiguous quaternary carbon centers were synthesized in up to 95% yield and >20:1 dr. This protocol could provide libraries of stereochemically rich small molecules that will help in the search for new bioactive molecules.

A highly stereoselective preparation of syn-1,2-diols from secondary α-allenic alcohols via iodocyclization. Synthesis of (±)-threo-L-factor and (±)-disparlure

1994 ◽  
Vol 72 (8) ◽  
pp. 1857-1865 ◽  
Author(s):  
Richard W. Friesen ◽  
André Giroux
Keyword(s):  
Nitrogen Atom ◽  
Cyclization Reaction ◽  
Reaction Sequence ◽  
Terminal Olefin ◽  
Isomeric Mixture ◽  
Silver Carbonate ◽  
Synthetic Utility ◽  
Vinyl Iodide ◽  
Hydrolysis Of ◽  
Initial Process

The iodocyclization of the N-tosyl carbamates 5 of secondary α-allenic alcohols 4 is described. The reaction sequence involves the addition of iodine to the terminal olefin of the allene moiety of 5 resulting in the formation of an isomeric mixture of Z and E diiodides 6 and 7. This initial process is followed, in the same pot, by reaction of the diiodides with silver carbonate. Hydrolysis of the resulting trans imino carbonates 8 provides syn-1,2-diols 10 in a highly diastereoselective (>50:1) and regioselective (>20:1) fashion. Oxazolidinones 9 are minor products that arise from the participation of the carbamate nitrogen atom in the cyclization reaction. The regioselectivity of the cyclization reaction from 6/7 to 8 is highly dependent upon the reaction solvent with the optimum results being obtained in ether/MeCN mixtures (10:1 to 50:1) or CH2Cl2. The synthetic utility of the vinyl iodo diols 10 is demonstrated by the synthesis of (±)-threo-5-hydroxy-4-decanolide (17) ((±)-threo-L-factor) and (±)-cis-7, 8-epoxy-2-methyloctadecane (24) ((±)-disparlure). The key step in each synthesis involves the conversion of the vinyl iodide moiety of 10 into the alkynes 15 or 18 (from 10j and 10k, respectively) via a high-yielding dehydrohalogenation reaction.

Enantioselective Michael/Cyclization Reaction Sequence: Scaffold-Inspired Synthesis of Spirooxindoles with Multiple Stereocenters

2011 ◽  
Vol 123 (39) ◽  
pp. 9290-9293 ◽  
Author(s):  
Yiming Cao ◽  
Xianxing Jiang ◽  
Luping Liu ◽  
Fangfang Shen ◽  
Futing Zhang ◽  
...  
Keyword(s):  
Cyclization Reaction ◽  
Reaction Sequence
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