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Copper-catalyzed cascade click/nucleophilic substitution reaction to access fully substituted triazolyl-organosulfurs

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Abstract

A novel cascade click/nucleophilic substitution reaction is developed to access 4-heterofunctionalized fully substituted triazolyl-organosulfurs using thiocyanates as both leaving groups and organosulfur precursors. This method features high regioselectivities and board substrate scope. 33 examples are shown to demonstrate the structural diversity through the synthesis of fully substituted triazolyl-organosulfurs including triazolyl-thiocyanates, triazolyl-sulfinylcyanides, triazolyl-thioethers, triazolyl-thiols and triazolyl-disulfides from internal thiocyanatoalkynes.

Graphical abstract: Copper-catalyzed cascade click/nucleophilic substitution reaction to access fully substituted triazolyl-organosulfurs

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Publication details

The article was received on 25 Sep 2019, accepted on 07 Nov 2019 and first published on 07 Nov 2019


Article type: Paper
DOI: 10.1039/C9OB02081K
Org. Biomol. Chem., 2019, Advance Article

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    Copper-catalyzed cascade click/nucleophilic substitution reaction to access fully substituted triazolyl-organosulfurs

    M. Li, K. Dong, Y. Zheng and W. Song, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C9OB02081K

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