A mild and efficient carboxylate-directed C–H arylation of aryl carboxylic acids with iodobenzenes in water. Issue 2 (8th January 2015)

• Record Type: Journal Article
• Authors: Xu, Zhongmiao; Yang, Ting; Lin, Xichen; Elliott, John D.; Ren, Feng
• Is Part Of: Tetrahedron letters. Volume 56:Issue 2(2015)
• Page Start: 475
• Page End: 477
• Publication Date: 2015-01-08
• Subjects: C–H functionalization -- Carboxylate-directed C–H arylation -- Aryl carboxylic acid -- Aqueous micelle -- Tween 20; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2014.12.001
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: An efficient and environmental friendly Pd-catalyzed carboxylate-directed C–H arylation reaction of aryl carboxylic acids with iodobenzenes has been developed in water where Tween 20 was added (2% w/w) to form aqueous micelles to increase the solubility of starting materials. In this aqueous protocol, the reactions proceeded at a lower temperature (80 °C) compared with the traditional procedures using organic solvents (100 °C and above) and wide substrate scopes were demonstrated (15 examples, 62–92% yields).