Abstract
A copper-catalyzed azide–alkyne cycloaddition (CuAAC) reaction for the synthesis of 1,4-disubstituted 1,2,3-triazoles from alkyl diacyl peroxides, azidotrimethylsilane, and terminal alkynes is reported. The alkyl carboxylic acids is for the first time being used as the alkyl azide precursors in the form of alkyl diacyl peroxides. This method avoids the necessity to handle organic azides, as they are generated in situ, making this protocol operationally simple. The Cu(I) catalyst not only participates in the alkyl diacyl peroxides decomposition to afford alkyl azides but also catalyzes the subsequent CuAAC reaction to produce the 1,2,3-triazoles.
Highlights
Organic azides are used as the azido source in most of the CuAAC reactions (Scheme 1a) [23]
As one of the most commonly appearing compounds in nature, carboxylic acids have rarely been directly used as the organic azide precursors for CuAAC reactions, considering the frequent involvement of organic halides
Based on our unpublished work, we found that alkyl azide has always appeared as a side product when the reaction involved TMSN3 and alkyl diacyl peroxide, available compounds derived from aliphatic carboxylic acids
Summary
Organic azides are used as the azido source in most of the CuAAC reactions (Scheme 1a) [23]. As one of the most commonly appearing compounds in nature, carboxylic acids have rarely been directly used as the organic azide precursors for CuAAC reactions, considering the frequent involvement of organic halides. Based on our unpublished work, we found that alkyl azide has always appeared as a side product when the reaction involved TMSN3 and alkyl diacyl peroxide, available compounds derived from aliphatic carboxylic acids.
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
