Aqueous bile salt accelerated cascade synthesis of 1, 2, 3-triazoles from arylboronic acids. Issue 45 (7th November 2018)

• Record Type: Journal Article
• Authors: Garg, Anirban; Ali, Abdul Aziz; Damarla, Krishnaiah; Kumar, Arvind; Sarma, Diganta
• Is Part Of: Tetrahedron letters. Volume 59:Issue 45(2018)
• Page Start: 4031
• Page End: 4035
• Publication Date: 2018-11-07
• Subjects: Bile salt -- Bio-surfactant -- CuAAC -- Cascade synthesis -- 1, 2, 3-Triazoles; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.09.064
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Commercially available inexpensive bile salt sodium deoxycholate accelerates the reaction. 1 mol% Cu source was sufficient for in- situ generation of azide and azide–alkyne coupling. The methodology offers broad substrate scope of products with good to excellent yields. Abstract: A facile, efficient and mild copper catalyzed strategy for cascade synthesis of various 1, 4-disubstituted 1, 2, 3-triazoles from arylboronic acids, sodium azide and alkynes was developed by using aqueous bile salt NaDC solution as an accelerating medium. Low catalyst loading (only 1 mol% Cu source was sufficient for in situ generation of azide followed by azide–alkyne coupling), green solvent, use of bio-surfactant as additive and short reaction time make this protocol highly accessible and environment friendly.