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![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Denitrogenative C-C and C-X Coupling Reactions of a Carbohydrate Tethered [1,2,3]Triazolo[1,5-a]pyrazine: Access to
Md Abu Zaid1, Namakkal G Ramesh1
1Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India.
Abstract:
A serendipitous base-mediated dehydrotosylation reaction accompanied by a concomitant aromaticity-driven ring opening of a carbohydrate fused 4,5,6,7-tetrahydro-[1,2,3]triazolo[1,5-a]pyrazine has led to the conceptualization of a novel route to the synthesis of chiral 2,5-disubstituted pyrazines that have potential applications as hypoglycemic agents. Denitrogenative ring opening of thus obtained carbohydrate tethered [1,2,3]triazolo[1,5-a]pyrazine in the presence of a variety of aliphatic, aromatic and hetero aromatic boronic acids or BCl3 delivered the respective chiral 2,5-disubstituted pyrazines efficiently.
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