Phase-transfer-catalyzed cyclization reaction of nucleophilic addition to electron-deficient 1,3-conjugated enynes for the synthesis of functionalized 4H-pyrans

2011 ◽  
Vol 9 (9) ◽  
pp. 3375 ◽  
Author(s):  
Jie Hu ◽  
Lei Liu ◽  
Shangdong Yang ◽  
Yong-Min Liang
Keyword(s):  
Nucleophilic Addition ◽  
Phase Transfer ◽  
Cyclization Reaction ◽  
Conjugated Enynes

An Efficient Substrate-Induced Method for the Synthesis of CF3-Substituted Cyclopropanes by Metal-Free Reaction of Trifluoromethyl Styrylisoxazoles with Nitromethane

Synthesis ◽  
2020 ◽  
Author(s):  
Feng Li ◽  
Hai Ma ◽  
Qing-he Zhao ◽  
Guang-hao Yu ◽  
Ye-chen Meng ◽  
...  
Keyword(s):  
Functional Groups ◽  
Phase Transfer ◽  
Cyclization Reaction ◽  
Metal Free ◽  
Tert Butyl ◽  
Pharmacological Interest ◽  
Substituted Cyclopropanes

AbstractA series of (trifluoromethyl)cyclopropanes (TFCPs) tolerating a broad range of functional groups, known as tert-butyl bioisosteres, have been obtained from the cyclization reaction between nitromethane­ and 5-[β-(trifluoromethyl)styryl]isoxazoles in 70–94% yields and 75:25 to 90:10 dr. This method offers practical access to this cyclopropyl moiety of pharmacological interest, employing an inorganic base under phase-transfer conditions.

A highly efficient one-pot trifluoromethylation/cyclization reaction of electron-deficient 1,3-conjugated enynes: modular access to trifluoromethylated furans and 2,3-dihydrofurans

2016 ◽  
Vol 3 (11) ◽  
pp. 1416-1419 ◽  
Author(s):  
Wei Zhou ◽  
Zhenting Yue ◽  
Junliang Zhang
Keyword(s):  
Cyclization Reaction ◽  
One Pot ◽  
Highly Efficient ◽  
Conjugated Enynes ◽  
Aldehydes And Ketones

A highly efficient one-pot trifluoromethylation/cyclization reaction of conjugated enyne aldehydes and ketones was developed, which provides modular access to highly substituted trifluoromethylated furans and 2,3-dihydrofurans.

Phase-Transfer Catalyzed Nucleophilic Addition of Arylalkanenitrile Carbanions to Substituted Propenylarenes

Synthesis ◽  
1993 ◽  
Vol 1993 (08) ◽  
pp. 780-782 ◽  
Author(s):  
Wojciech Lasek ◽  
Mieczysław Makosza
Keyword(s):  
Nucleophilic Addition ◽  
Phase Transfer

scholarly journals Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7212
Author(s):  
Hasil Aman ◽  
Yu-Chiao Huang ◽  
Yu-Hao Liu ◽  
Yu-Lin Tsai ◽  
Min Kim ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Catalytic Reaction ◽  
Nucleophilic Addition ◽  
Cyclization Reaction ◽  
Synthetic Pathway

A novel synthetic pathway to approach 3-(imino)isoindolin-1-ones by the Co-catalyzed cyclization reaction of 2-bromobenzamides with carbodiimides has been developed. This catalytic reaction can tolerate a variety of substituents and provide corresponding products in moderate yields for most cases. According to the literature, the reaction mechanism is proposed through the formation of a five-membered aza-cobalacycle complex, which carries out the following reaction subsequence, including nucleophilic addition and substitution, to furnish the desired structures.

Asymmetric synthesis of β-amino ketones by using cinchona alkaloid-based chiral phase transfer catalysts

2018 ◽  
Vol 16 (45) ◽  
pp. 8704-8709 ◽  
Author(s):  
Weihua Li ◽  
Yifeng Wang ◽  
Danqian Xu
Keyword(s):  
Asymmetric Synthesis ◽  
Nucleophilic Addition ◽  
Phase Transfer ◽  
Cinchona Alkaloid ◽  
Reaction Products ◽  
Chiral Phase ◽  
Phase Transfer Catalysts ◽  
Chiral Phase Transfer Catalysts ◽  
The Mannich Reaction ◽  
High Yields

A highly enantioselective nucleophilic addition of ketones to versatile imines catalyzed by chiral PTC has been developed, and the process affords the Mannich reaction products with tertiary stereocenters in good to high yields and excellent enantioselectivities. This protocol is effective for gram scale reaction.

scholarly journals Copper (triazole-5-yl)methanamine complexes onto MCM-41: the synthesis of pyridine-containing pseudopeptides through the 6-endo-dig cyclization of 1,5-enynes

RSC Advances ◽  
2020 ◽  
Vol 10 (18) ◽  
pp. 10577-10583
Author(s):  
Neda Akbarikalani ◽  
Kamran Amiri ◽  
Ahmed Al-Harrasi ◽  
Saeed Balalaie
Keyword(s):  
Nucleophilic Addition ◽  
Cyclization Reaction ◽  
Enyne Cyclization ◽  
Mcm 41

A sequential Ugi/nucleophilic addition/1,5-enyne cyclization reaction was used for the synthesis of pseudopeptides containing pyridine skeletons in the presence of Cu@TZMA@MCM-41.

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.

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