Fu Ying, Chen Xi, Chen Hao, Liu Jia-Jia, Du Zhengyin
Key Laboratory of Eco-functional Polymer Materials of the Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. China.
Org Lett. 2024 Jun 28;26(25):5253-5257. doi: 10.1021/acs.orglett.4c01484. Epub 2024 Jun 13.
A ligand-free palladium-catalyzed and norbornadiene-mediated annulation reaction of iodoarenes with methyl 2-haloarenecarboxylates is reported. The sequentially accomplished reaction comprises intermolecular C-H arylation, followed by intramolecular decarboxylative annulation, affording various valuable phenanthrenes. This reaction protocol could be expanded to triphenylene syntheses whereby norbornene was the cocatalyst. Interestingly, the decarboxylation of methyl esters was accomplished via solvent-mediated C-O bond cleavages.
报道了一种无配体钯催化、降冰片二烯介导的碘代芳烃与2-卤代芳基羧酸甲酯的环化反应。依次完成的反应包括分子间C-H芳基化，随后是分子内脱羧环化，得到各种有价值的菲。该反应方案可扩展到以降冰片烯为助催化剂的三亚苯合成。有趣的是，甲酯的脱羧是通过溶剂介导的C-O键裂解实现的。
