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.

One-Pot Three-Component Synthesis of Pyrrolidin-2-ones via a Sequential Wittig/Nucleophilic Addition/Cyclization Reaction

Synthesis ◽  
2019 ◽  
Vol 51 (11) ◽  
pp. 2402-2408
Author(s):  
Zhi-Rong Guan ◽  
Shuai Liu ◽  
Zi-Ming Liu ◽  
Ming-Wu Ding
Keyword(s):  
Nucleophilic Addition ◽  
Wittig Reaction ◽  
Cyclization Reaction ◽  
Primary Amines ◽  
Efficient Synthesis ◽  
One Pot ◽  
Sodium Alkoxide

A new efficient synthesis of pyrrolidin-2-ones via sequential Wittig reaction/nucleophilic addition/cyclization was developed. The Wittig reaction of the phosphoranes with isocyanates produced ketenimine intermediates that were then treated with primary amines to give amidines, which were treated with catalytic sodium alkoxide to give 2-imino-5-oxopyrrolidine-3-carboxylates in good yields.

Regioselective Synthesis of 2,3‐Dihydrobenzo[ f ]isoindolones via Ag‐Catalyzed Sequential Ugi 4CR/Cascade Radical Cyclization Reaction

2021 ◽  
Vol 363 (4) ◽  
pp. 1038-1043
Author(s):  
Ying‐Chun He ◽  
Yan‐Mei Yan ◽  
Zhen‐Xing Ren ◽  
Yong‐Zhao Wang ◽  
Qiang Yu ◽  
...  
Keyword(s):  
Radical Cyclization ◽  
Cyclization Reaction ◽  
Regioselective Synthesis

ChemInform Abstract: A Three-Component Domino Reaction of 2-Tetralone, Hydroxylamine and Acetylene: A One-Pot, Highly Regioselective Synthesis of 4,5-Dihydrobenz[e]indoles.

ChemInform ◽  
2010 ◽  
Vol 41 (28) ◽  
pp. no-no
Author(s):  
Alexander M. Vasil'tsov ◽  
Andrei V. Ivanov ◽  
Al'bina I. Mikhaleva ◽  
Boris A. Trofimov
Keyword(s):  
Regioselective Synthesis ◽  
Domino Reaction ◽  
One Pot

One-Pot Synthesis of 1,2-Disubstituted 4-, 5-, 6-, and 7-Azaindoles from Amino-o-halopyridines via N-Arylation/Sonogashira/Cyclization Reaction

2017 ◽  
Vol 19 (19) ◽  
pp. 5118-5121 ◽  
Author(s):  
Sara I. Purificação ◽  
Marina J. D. Pires ◽  
Rafael Rippel ◽  
A. Sofia Santos ◽  
M. Manuel B. Marques
Keyword(s):  
Cyclization Reaction ◽  
One Pot ◽  
One Pot Synthesis

One-Pot Synthesis of Highly Substituted Allenylidene Derivatives via Palladium- or Nickel-Catalyzed Tandem Michael Addition-Cyclization Reaction

2009 ◽  
Vol 351 (1-2) ◽  
pp. 141-146 ◽  
Author(s):  
Yun Shi ◽  
Jing Huang ◽  
Yan-Fang Yang ◽  
Lu-Yong Wu ◽  
Yan-Ning Niu ◽  
...  
Keyword(s):  
Michael Addition ◽  
Cyclization Reaction ◽  
One Pot ◽  
One Pot Synthesis

ChemInform Abstract: Synthesis of [1,2,3]-Triazolo[1,5-a][1,4]benzodiazepines via an Unprecedented One-Pot Cu-Catalyzed Azidation-Cyclization Reaction.

ChemInform ◽  
2013 ◽  
Vol 44 (38) ◽  
pp. no-no
Author(s):  
Geert Hooyberghs ◽  
Hendrik De Coster ◽  
Dipak D. Vachhani ◽  
Denis S. Ermolat'ev ◽  
Erik V. Van der Eycken
Keyword(s):  
Cyclization Reaction ◽  
One Pot
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