Manganese-catalyzed regiospecific sp3 C–S bond formation through C–C bond cleavage of cyclobutanols

作者: Rongguo Ren , Zhen Wu , Chen Zhu

DOI: 10.1039/C6CC01843B

关键词: Reaction conditionsAlpha cleavageBond formationBond cleavageAlkylPhotochemistryMedicinal chemistryManganeseCatalysisChemistryRegioselectivity

摘要: A manganese-catalyzed regioselective sp3 C–S bond formation through C–C cleavage of cyclobutanols is described. variety primary and secondary alkyl thioethers are efficiently prepared under mild reaction conditions. The mechanistic pathways involving radical-mediated tandem proposed.

参考文章(52)
Tao Xu, Alpay Dermenci, Guangbin Dong, Transition Metal-Catalyzed C–C Bond Activation of Four-Membered Cyclic Ketones Topics in Current Chemistry. ,vol. 346, pp. 233- 257 ,(2014) , 10.1007/128_2014_545
Chul-Ho Jun, Jung-Woo Park, Metal–organic cooperative catalysis in C–C bond activation Topics in Current Chemistry. ,vol. 346, pp. 59- 83 ,(2013) , 10.1007/128_2013_493
Yang Gao, Xu-Fei Fu, Zhi-Xiang Yu, Transition metal-catalyzed cycloadditions of cyclopropanes for the synthesis of carbocycles: C-C activation in cyclopropanes. Topics in Current Chemistry. ,vol. 346, pp. 195- 231 ,(2014) , 10.1007/128_2014_527
William D. Jones, Mechanistic Studies of Transition Metal-Mediated C–C Bond Activation Topics in Current Chemistry. ,vol. 346, pp. 1- 31 ,(2013) , 10.1007/128_2013_491
Laetitia Souillart, Nicolai Cramer, Catalytic C-C Bond Activations via Oxidative Addition to Transition Metals. Chemical Reviews. ,vol. 115, pp. 9410- 9464 ,(2015) , 10.1021/ACS.CHEMREV.5B00138
Ashley M. Dreis, Christopher J. Douglas, Carbon-carbon bond activation with 8-acylquinolines. Topics in Current Chemistry. ,vol. 346, pp. 85- 110 ,(2014) , 10.1007/128_2013_523
Jiajia Yu, Huijun Zhao, Shuguang Liang, Xiaoguang Bao, Chen Zhu, A facile and regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion Organic and Biomolecular Chemistry. ,vol. 13, pp. 7924- 7927 ,(2015) , 10.1039/C5OB01222H
Laetitia Souillart, Evelyne Parker, Nicolai Cramer, Asymmetric transformations via C-C bond cleavage. Topics in Current Chemistry. ,vol. 346, pp. 163- 193 ,(2014) , 10.1007/128_2013_505
Yi-Feng Wang, Shunsuke Chiba, Mn(III)-mediated reactions of cyclopropanols with vinyl azides: synthesis of pyridine and 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives. Journal of the American Chemical Society. ,vol. 131, pp. 12570- 12572 ,(2009) , 10.1021/JA905110C
Chin-Fa Lee, Yi-Chen Liu, Satpal Singh Badsara, Transition-metal-catalyzed C-S bond coupling reaction. Chemistry-an Asian Journal. ,vol. 9, pp. 706- 722 ,(2014) , 10.1002/ASIA.201301500