Pd/C-catalyzed facile synthesis of primary aromatic amides by aminocarbonylation of aryl iodides using ammonia surrogates

作者: Rajendra S. Mane , Bhalchandra M. Bhanage

DOI: 10.1039/C5RA15831A

关键词:

摘要: Use of Pd/C as an efficient, phosphine free, heterogeneous and recyclable catalyst for one pot carbonylative synthesis primary aromatic amides has been demonstrated. The developed protocol is simple to perform employs ammonium carbamate in situ solid ammonia source which feasible more convenient than direct use gas. applicability the was studied various aryl iodide substrates it found that provides good excellent yields desired amides. easily separable shows significant recyclability up four consecutive cycles without loss catalytic activity.

参考文章(57)
Vilas Gangadhar Jadhav, Jeevan Manohar Bhojane, Jayashree Milind Nagarkar, Palladium on manganese ferrite: an efficient catalyst for one pot synthesis of primary amides from iodobenzene RSC Advances. ,vol. 5, pp. 6636- 6641 ,(2015) , 10.1039/C4RA12827C
Nathan A. Owston, Alexandra J. Parker, Jonathan M. J. Williams, Iridium-catalyzed conversion of alcohols into amides via oximes. Organic Letters. ,vol. 9, pp. 73- 75 ,(2007) , 10.1021/OL062549U
Kenso Soai, Atsuhiro Ookawa, Hiroshi Hayashi, Novel functional group selectivity in reductions with lithium borohydride in mixed solvents containing methanol Journal of The Chemical Society, Chemical Communications. pp. 668- 669 ,(1983) , 10.1039/C39830000668
Fredrik Tinnis, Helena Lundberg, Hans Adolfsson, Direct Catalytic Formation of Primary and Tertiary Amides from Non‐Activated Carboxylic Acids, Employing Carbamates as Amine Source Advanced Synthesis & Catalysis. ,vol. 354, pp. 2531- 2536 ,(2012) , 10.1002/ADSC.201200436
Xiao-Feng Wu, Johannes Schranck, Helfried Neumann, Matthias Beller, Palladium‐Catalyzed Aminocarbonylation of Benzyl Chlorides using Ammonia Chemcatchem. ,vol. 4, pp. 69- 71 ,(2012) , 10.1002/CCTC.201100268
Anne Brennführer, Helfried Neumann, Matthias Beller, Palladium-catalyzed carbonylation reactions of aryl halides and related compounds. Angewandte Chemie. ,vol. 48, pp. 4114- 4133 ,(2009) , 10.1002/ANIE.200900013
Dennis U. Nielsen, Rolf H. Taaning, Anders T. Lindhardt, Thomas M. Gøgsig, Troels Skrydstrup, Palladium-catalyzed approach to primary amides using nongaseous precursors. Organic Letters. ,vol. 13, pp. 4454- 4457 ,(2011) , 10.1021/OL201808Y
Jamie Ferguson, Fanlong Zeng, Howard Alper, Synthesis of coumarins via Pd-catalyzed oxidative cyclocarbonylation of 2-vinylphenols. Organic Letters. ,vol. 14, pp. 5602- 5605 ,(2012) , 10.1021/OL302725X