scholarly journals Selective Synthesis of N-H and N-Aryl Benzotriazoles by the [3 + 2] Annulation of Sodium Azide with Arynes

2019 ◽  
Vol 84 (19) ◽  
pp. 12692-12699 ◽  
Author(s):  
Avishek Guin ◽  
Rahul N. Gaykar ◽  
Subrata Bhattacharjee ◽  
Akkattu T. Biju
2018 ◽  
Vol 20 (14) ◽  
pp. 3339-3345 ◽  
Author(s):  
Kaushik Chakrabarti ◽  
Anju Mishra ◽  
Dibyajyoti Panja ◽  
Bhaskar Paul ◽  
Sabuj Kundu

The selective synthesis of various N,N-dimethylated and N-monomethylated amines from organic azides using methanol as a methylating agent is reported.


2011 ◽  
Vol 396-398 ◽  
pp. 2416-2419 ◽  
Author(s):  
Hong Bin Sun ◽  
Wen Long Chen ◽  
Yuan Hua Sun ◽  
Peng Qin ◽  
Xuan Qi

5-Phenyl-1-H tetrazole was synthesized by catalytic [3+2] cycloaddition with benzonitrile and sodium azide. Indium trichloride was used as an efficient catalyst.


Author(s):  
William Finnigan ◽  
Lorna J. Hepworth ◽  
Nicholas J. Turner ◽  
Sabine Flitsch

As the enzyme toolbox for biocatalysis has expanded, so has the potential for the construction of powerful enzymatic cascades for efficient and selective synthesis of target molecules. Additionally, recent advances in computer-aided synthesis planning (CASP) are revolutionizing synthesis design in both synthetic biology and organic chemistry. However, the potential for biocatalysis is not well captured by tools currently available in either field. Here we present RetroBioCat, an intuitive and accessible tool for computer-aided design of biocatalytic cascades, freely available at retrobiocat.com. Our approach uses a set of expertly encoded reaction rules encompassing the enzyme toolbox for biocatalysis, and a system for identifying literature precedent for enzymes with the correct substrate specificity where this is available. Applying these rules for automated biocatalytic retrosynthesis, we show our tool to be capable of identifying promising biocatalytic pathways to target molecules, validated using a test-set of recent cascades described in the literature.


2018 ◽  
Author(s):  
Matthew L. Landry ◽  
Grace McKenna ◽  
Noah Burns

A concise and selective synthesis of the dichlorinated meroterpenoid azamerone is described. The paucity of tactics for the synthesis of chiral organochlorides motivated the development of unique strategies for accessing these motifs in enantioenriched forms. The route features a novel enantioselective chloroetherification reaction, a Pd-catalyzed cross-coupling between a quinone diazide and a boronic hemiester, and a late-stage tetrazine [4+2]-cycloaddition/oxidation cascade.


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