Microwave-assisted synthesis of hydroxyl-containing isoquinolines by metal-free radical cyclization of vinyl isocyanides with alcohols

2017 ◽  
Vol 15 (47) ◽  
pp. 10044-10052 ◽  
Author(s):  
Dengqi Xue ◽  
Hao Chen ◽  
Yulong Xu ◽  
Haihua Yu ◽  
Linqian Yu ◽  
...  
Keyword(s):  
Free Radical ◽  
Radical Cyclization ◽  
Cyclization Reaction ◽  
Microwave Assisted Synthesis ◽  
Metal Free ◽  
Microwave Assisted

A convenient microwave-assisted protocol for the synthesis of hydroxyl-containing isoquinolines from a metal-free radical cyclization reaction of vinyl isonitriles with alcohols was developed with moderate-to-excellent yields.

Microwave-Assisted Synthesis of 2-Substituted 2-Thiazolines and 5,6-Dihydro-4H-1,3-thiazines

Synthesis ◽  
2020 ◽  
Vol 52 (11) ◽  
pp. 1666-1679
Author(s):  
Liliana R. Orelli ◽  
María C. Mollo ◽  
Juan A. Bisceglia ◽  
Natalia B. Kilimciler ◽  
Michele Mancinelli
Keyword(s):  
Reaction Times ◽  
Ring Closure ◽  
Cyclization Reaction ◽  
Microwave Assisted Synthesis ◽  
Metal Free ◽  
Microwave Assisted ◽  
Whole Process ◽  
High Yields ◽  
General Method

An efficient and general method for the synthesis of 2-substituted thiazolines and 5,6-dihydro-4H-1,3-thiazines is developed via microwave-assisted ring closure of ω-thioamidoalcohols promoted by ethyl polyphosphate (PPE). The cyclization reaction involves an SN2-type mechanism and features the advantages of very short reaction times, high yields and a predictable stereochemical outcome. The acyclic precursors are prepared in high overall yields by an improved diacylation–thionation–saponification sequence from commercially available ω-amino­alcohols. The whole process is metal-free and operationally simple.

scholarly journals Microwave-assisted synthesis of γ-thiolactams from ethyl isocyanoacetate

2018 ◽  
Vol 24 (3) ◽  
pp. 125-128 ◽  
Author(s):  
Massimiliano Lamberto
Keyword(s):  
Microwave Irradiation ◽  
Radical Cyclization ◽  
Microwave Assisted Synthesis ◽  
Microwave Assisted

Abstractγ-Thiolactams were synthesized in good yields from ethyl isocyanoacetate through a sequential alkylation/isothiocyanation/radical cyclization under microwave irradiation.

A biocompatible, metal-free catalyst and its application in microwave-assisted synthesis of functional polyesters

2012 ◽  
Vol 3 (2) ◽  
pp. 384-389 ◽  
Author(s):  
Zhengwei You ◽  
Xiaoping Bi ◽  
Eric M. Jeffries ◽  
Yadong Wang
Keyword(s):  
Microwave Assisted Synthesis ◽  
Metal Free ◽  
Microwave Assisted

Microwave-assisted synthesis and evaluation of naphthalimides derivatives as free radical scavengers

2010 ◽  
Vol 20 (6) ◽  
pp. 752-759 ◽  
Author(s):  
Ye Zhang ◽  
Shaobo Feng ◽  
Qiang Wu ◽  
Kai Wang ◽  
Xianghui Yi ◽  
...  
Keyword(s):  
Free Radical ◽  
Free Radical Scavengers ◽  
Microwave Assisted Synthesis ◽  
Radical Scavengers ◽  
Microwave Assisted

Free Radical Cyclization Reaction of 1,6-Dienes

Synlett ◽  
1990 ◽  
Vol 1990 (09) ◽  
pp. 527-528 ◽  
Author(s):  
Che-Ping Chuang
Keyword(s):  
Free Radical ◽  
Radical Cyclization ◽  
Cyclization Reaction

Metal-Free Radical Cyclization of Vinyl Isocyanides with Alkanes: Synthesis of 1-Alkylisoquinolines

Synthesis ◽  
2018 ◽  
Vol 51 (04) ◽  
pp. 874-884 ◽  
Author(s):  
Liming Shao ◽  
Dengqi Xue ◽  
Yijie Xue ◽  
Haihua Yu
Keyword(s):  
Free Radical ◽  
Isotope Effect ◽  
Kinetic Isotope Effect ◽  
Functional Group ◽  
Radical Cyclization ◽  
Diverse Range ◽  
Radical Process ◽  
Metal Free ◽  
Kinetic Isotope ◽  
Inhibition Studies

A metal-free radical cyclization reaction of vinyl isocyanides with alkanes is developed, allowing convenient access to a diverse range of potentially valuable 1-alkylisoquinolines. The methodology is simple and efficient, demonstrating excellent functional group tolerance and broad substrate scope. A mechanism involving a radical process is supported by kinetic isotope effect and radical inhibition studies.

Metal-free oxidative acylation/cyclization of N-methacryloyl-2-phenylbenzoimidazole with aryl aldehydes: an easy access to benzimidazo[2,1-a]isoquinolin-6(5H)-ones

2019 ◽  
Vol 17 (44) ◽  
pp. 9627-9630 ◽  
Author(s):  
Ramesh Boora ◽  
G. Ravi kumar ◽  
B. V. Subba Reddy
Keyword(s):  
Free Radical ◽  
Radical Cyclization ◽  
Easy Access ◽  
Metal Free ◽  
Aryl Aldehydes

A metal-free radical cyclization strategy has been developed for the synthesis of fused benzimidazo[2,1-a]isoquinolin-6(5H)-one derivatives using 70% tert-butylhydroperoxide in water (TBHP).

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