Cobalt-Catalyzed, Aminoquinoline-Directed C(sp2)H Bond Alkenylation by Alkynes

作者: Liene Grigorjeva , Olafs Daugulis

DOI: 10.1002/ANIE.201404579

关键词:

摘要: A method for cobalt-catalyzed, aminoquinoline- and picolinamide-directed C(sp2)H bond alkenylation by alkynes was developed. The shows excellent functional-group tolerance both internal terminal are competent substrates the coupling. reaction employs a Co(OAc)2⋅4 H2O catalyst, Mn(OAc)2 co-catalyst, oxygen (from air) as oxidant.

参考文章(70)
Jon A. Tunge, Lindsay N. Foresee, Mechanistic Studies of Fujiwara Hydroarylation. C−H Activation versus Electrophilic Aromatic Substitution Organometallics. ,vol. 24, pp. 6440- 6444 ,(2005) , 10.1021/OM0507225
Ly Dieu Tran, Ilya Popov, Olafs Daugulis, Copper-Promoted Sulfenylation of sp2 C–H Bonds Journal of the American Chemical Society. ,vol. 134, pp. 18237- 18240 ,(2012) , 10.1021/JA3092278
Shu-Yu Zhang, Gang He, William A. Nack, Yingsheng Zhao, Qiong Li, Gong Chen, Palladium-Catalyzed Picolinamide-Directed Alkylation of Unactivated C(sp3)–H Bonds with Alkyl Iodides Journal of the American Chemical Society. ,vol. 135, pp. 2124- 2127 ,(2013) , 10.1021/JA312277G
Will R. Gutekunst, Phil S. Baran, Applications of C-H functionalization logic to cyclobutane synthesis. Journal of Organic Chemistry. ,vol. 79, pp. 2430- 2452 ,(2014) , 10.1021/JO4027148
Hirotaka Shiota, Yusuke Ano, Yoshinori Aihara, Yoshiya Fukumoto, Naoto Chatani, Nickel-catalyzed chelation-assisted transformations involving ortho C-H bond activation: regioselective oxidative cycloaddition of aromatic amides to alkynes. Journal of the American Chemical Society. ,vol. 133, pp. 14952- 14955 ,(2011) , 10.1021/JA206850S
Yoshiaki Nakao, Natsuko Kashihara, Kyalo Stephen Kanyiva, Tamejiro Hiyama, Nickel-catalyzed alkenylation and alkylation of fluoroarenes via activation of C-H bond over C-F bond. Journal of the American Chemical Society. ,vol. 130, pp. 16170- 16171 ,(2008) , 10.1021/JA807258M
Vladimir G. Zaitsev, Dmitry Shabashov, Olafs Daugulis, Highly Regioselective Arylation of sp3 C−H Bonds Catalyzed by Palladium Acetate Journal of the American Chemical Society. ,vol. 127, pp. 13154- 13155 ,(2005) , 10.1021/JA054549F