Journal
TETRAHEDRON LETTERS
Volume 95, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2022.153721
Keywords
Styrene; Ligand-promoted; C-C cleavage; Orthogonal Suzuki-Miyaura coupling
Categories
Funding
- Shanghai Institute of Materia Medica
- Chinese Academy of Sciences
- NSFC [21772211, 21920102003]
- Youth Innovation Promotion Association CAS [2014229, 2018293]
- Science and Technology Commission of Shanghai Municipality [17JC1405000, 21ZR1475400, 18431907100]
- Program of Shanghai Academic Research Leader [19XD1424600]
- National Science & Technology Major Project Key New Drug Creation and Manufacturing Program, China [2018ZX09711002-006]
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In this study, the synthesis of functionalized styrenes via palladium-catalyzed Suzuki-Miyaura cross-coupling reaction between aryl ketone derivatives and potassium vinyltrifluoroborate was reported. The use of pyridine-oxazoline ligand was essential for the cleavage of unstrained C-C bond. Various functional groups and biologically important molecules were well tolerated. The orthogonal Suzuki-Miyaura coupling demonstrated its synthetic practicability.
We report herein the synthesis of functionalized styrenes via palladium-catalyzed Suzuki-Miyaura cross-coupling reaction between aryl ketone derivatives and potassium vinyltrifluoroborate. The employment of pyridine-oxazoline ligand was the key to the cleavage of unstrained C-C bond. A variety of functional groups and biologically important moleculars were well tolerated. The orthogonal Suzuki-Miyaura cou-pling demonstrated the synthetic practicability.(c) 2022 Elsevier Ltd. All rights reserved.
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