Abstract
The first general examples of direct C-H arylation of electron-deficient polyfluoroarenes with challenging di-ortho-substituted aryl(heteroaryl) chlorides for tetra-ortho-substituted biaryl synthesis are reported. Key to success is the use of Buchwald-type biaryl phosphine ligand, notably with inexpensive -PPh2 moiety (instead of -PCy2 group). Pd(OAc)2 associated with ligand L9 exhibits even higher efficiency than the corresponding SPhos toward this reaction. A wide range of sterically hindered di-ortho-substituted chloroarenes bearing electron-donating or -withdrawing groups are found applicable. Excellent product yields are obtained under mild reaction conditions, and the catalyst loading down to 0.25 mol % of Pd can also be achieved.
Original language | English |
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Pages (from-to) | 9008-9017 |
Number of pages | 10 |
Journal | Journal of Organic Chemistry |
Volume | 83 |
Issue number | 16 |
DOIs | |
Publication status | Published - 17 Aug 2018 |
ASJC Scopus subject areas
- Organic Chemistry