Carbon nitride creates thioamides in high yields by the photocatalytic Kindler reaction
作者： B. Kurpil , B. Kumru , T. Heil , M. Antonietti , A. Savateev
DOI: 10.1039/C7GC03734A
关键词:
摘要: Potassium poly (heptazine imide), a carbon nitride based photocatalyst, effectively promotes the Kindler reaction of thioamide bond formation using amines and elemental sulfur as building blocks under visible light irradiation. The feasibility of the developed methodology was confirmed using 14 different primary and secondary amines, including substituted benzylamines and heterocyclic and aliphatic methylamines, which were successfully converted into thioamides with 68–92% isolated yields.
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Jun Chen, Jie Cen, Xiaoliang Xu, Xiaonian Li, The application of heterogeneous visible light photocatalysts in organic synthesis Catalysis Science & Technology. ,vol. 6, pp. 349- 362 ,(2016) , 10.1039/C5CY01289A
Sagar P. Pathare, Pramod S. Chaudhari, Krishnacharya G. Akamanchi, Sulfated tungstate: An efficient catalyst for synthesis of thioamides via Kindler reaction Applied Catalysis A-general. ,vol. 425, pp. 125- 129 ,(2012) , 10.1016/J.APCATA.2012.03.012
Dale J. Wilger, Nathan J. Gesmundo, David A. Nicewicz, Catalytic hydrotrifluoromethylation of styrenes and unactivated aliphatic alkenes via an organic photoredox system Chemical Science. ,vol. 4, pp. 3160- 3165 ,(2013) , 10.1039/C3SC51209F
Douglas B. Sherman, Arno F. Spatola, William S. Wire, Thomas F. Burks, T.M.-D. Nguyen, Peter W. Schiller, Biological activities of cyclic enkephalin pseudopeptides containing thioamides as amide bond replacements. Biochemical and Biophysical Research Communications. ,vol. 162, pp. 1126- 1132 ,(1989) , 10.1016/0006-291X(89)90790-0
Paul Kohls, Deepak Jadhav, Ganesh Pandey, Oliver Reiser, Visible Light Photoredox Catalysis: Generation and Addition of N-Aryltetrahydroisoquinoline-Derived α-Amino Radicals to Michael Acceptors Organic Letters. ,vol. 14, pp. 672- 675 ,(2012) , 10.1021/OL202857T
Leszek Lankiewicz, Cyril Y. Bowers, G.A. Reynolds, Virender Labroo, Louis A. Cohen, Stefan Vonhof, Anna-Leena Sirén, Arno F. Spatola, Biological activities of thionated thyrotropin-releasing hormone analogs Biochemical and Biophysical Research Communications. ,vol. 184, pp. 359- 366 ,(1992) , 10.1016/0006-291X(92)91201-Z
Andrew J. Perkowski, David A. Nicewicz, Direct Catalytic Anti-Markovnikov Addition of Carboxylic Acids to Alkenes Journal of the American Chemical Society. ,vol. 135, pp. 10334- 10337 ,(2013) , 10.1021/JA4057294
Liu Fa-Qian, Qin Yong-Qi, Xu Liang-Zhong, Lu Lu-De, Yang Xu-Jie, Wang Xin, Synthesis, Structure and Biological Activities of Novel Triazole Compounds Containing Thioamide Group Chinese Journal of Chemistry. ,vol. 23, pp. 881- 884 ,(2005) , 10.1002/CJOC.200590881
Michael P. Cava, Matthew I. Levinson, Thionation reactions of lawesson's reagents Tetrahedron. ,vol. 41, pp. 5061- 5087 ,(1985) , 10.1016/S0040-4020(01)96753-5
D. A. Nicewicz, D. W. C. MacMillan, Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes Science. ,vol. 322, pp. 77- 80 ,(2008) , 10.1126/SCIENCE.1161976