Regioselective Chalcogenation of Glycals: DBU and Iodine-Mediated, Transition-Metal-Free Synthesis of Heteroaryl Thio- and Seleno-Glycoconjugates

Pallavi Saha; Deepak K Sharma

doi:10.1039/d5cc07328f

January 1, 2026Chemical Communications

Regioselective Chalcogenation of Glycals: DBU and Iodine-Mediated, Transition-Metal-Free Synthesis of Heteroaryl Thio- and Seleno-Glycoconjugates

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Key Points

This research aims to develop a new method for regioselective chalcogenation of glycals using iodine and DBU.
Utilized transition-metal-free approach for chalcogenation.
Employed DBU and iodine to facilitate the reaction.
Used 2-thio- and 2-selenocyanato-glycals as chalcogen sources.
Successfully achieved regioselective C-2 chalcogenation of glycals.
Generated heteroaryl thio- and seleno-glycoconjugates.
Demonstrated effectiveness of DBU and iodine in promoting the synthesis.

Implication

A transition-metal-free method demonstrates regioselective chalcogenation in glycals, highlighting new synthetic pathways.

Abstract

We report a transition-metal-free approach of regioselective C-2 chalcogenation of glycals, employing 2-thio- and 2-selenocyanato-glycals as chalcogen sources. Synergistic combination of DBU and catalytic iodine promotes the in-situ generation of...

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Cite This Study

Saha et al. (2026) studied this question.

synapsesocial.com/papers/69a13571ed1d949a99abf400 https://doi.org/10.1039/d5cc07328f

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Regioselective Chalcogenation of Glycals: DBU and Iodine-Mediated, Transition-Metal-Free Synthesis of Heteroaryl Thio- and Seleno-Glycoconjugates

Key Points

Implication

Abstract

Discussion

Cite This Study

Regioselective Chalcogenation of Glycals: DBU and Iodine-Mediated, Transition-Metal-Free Synthesis of Heteroaryl Thio- and Seleno-Glycoconjugates

Key Points

Implication

Abstract

Discussion

Cite This Study

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