Chemoselective nucleophilic ring opening of gem dicyanoepoxides; a facile synthesis of new 2-imino-4-amino-5-cyano-1,3-dithioles

Author(s):  
M. Guillemet ◽  
M. Baudy-Floc'h ◽  
A. Robert
Synthesis ◽  
2019 ◽  
Vol 51 (10) ◽  
pp. 2214-2220 ◽  
Author(s):  
Monika Stefaniak ◽  
Jarosław Romański

The title thiacrown ethers were prepared in a one-step procedure to give a series of unique macrocycles possessing two unsubstituted hydroxy groups that can be easily functionalized. In addition, epoxides and macrocycles derived from Cookson’s birdcage diketone, were prepared. The nucleophilic ring opening of epoxides synthesis can be classified in the frame of click chemistry. Surprisingly, some of the prepared allyl substituted polyglycols as well as bis-epoxides, especially sulfur analogues, were prepared for the first time.


1990 ◽  
Vol 43 (6) ◽  
pp. 1123 ◽  
Author(s):  
RD Allan ◽  
HW Tran

Nucleophilic ring opening of the protonated salt of 2-(4-chlorophenyl ) aziridine with substituted thiols provides a very simple route to β- phenylethylamine derivatives which are analogues of the GABAB receptor agonist baclofen and its antagonists phaclofen and saclofen.


ACS Omega ◽  
2018 ◽  
Vol 3 (12) ◽  
pp. 17562-17572 ◽  
Author(s):  
Gaurav Goswami ◽  
Navya Chauhan ◽  
Abhijit Mal ◽  
Subhomoy Das ◽  
Mowpriya Das ◽  
...  

Molbank ◽  
10.3390/m1199 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1199
Author(s):  
Milene A. G. Fortunato ◽  
Filipa Siopa ◽  
Carlos A. M. Afonso

Using environmentally friendly conditions, the nucleophilic ring-opening reaction of 6-azabicyclo[3.1.0]hex-3-en-2-ol with 1-methyl-1H-tetrazole-5-thiol provided a novel thiol-incorporated aminocyclopentitol, (1R,4S,5S)-5-((3-hydroxypropyl)amino)-4-((1-methyl-1H-tetrazol-5-yl)thio)cyclopent-2-en-1-ol, in excellent yield (95%). The newly synthesized compound was analyzed and characterized via 1H, 13C-NMR, HSQC, and mass spectral data.


1977 ◽  
Vol 18 (1) ◽  
pp. 109-112 ◽  
Author(s):  
Daiei Tunemoto ◽  
Nobuhiko Araki ◽  
Kiyosi Kondo

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