Direct One-Pot Cobalt(II) Phthalocyanine Catalyzed Synthesis of N-Substituted Isoindolinones

作者: Vishal Kumar , Upendra Sharma , Bikram Singh , Neeraj Kumar

DOI: 10.1071/CH12321

关键词:

摘要: A direct one-pot synthetic approach is described wherein cobalt(ii) phthalocyanine (CoPc) catalyzed reductive amination of 2-carboxybenzaldehyde, followed by intramolecular amidation afforded N-substituted isoindolinones. The method used diphenylsilane as reducing agent in ethanol. High chemoselectivity with excellent yield was obtained in most of the studied substrates.

参考文章(28)
Marriott Jb, Guckian M, Dalgleish Ag, Cookson S, Stirling D, Goodbourn S, Westby M, Shire Mg, Muller G, CC-3052: a water-soluble analog of thalidomide and potent inhibitor of activation-induced TNF-alpha production. Journal of Immunology. ,vol. 161, pp. 4236- 4243 ,(1998)
Diána Marosvölgyi-Haskó, Attila Takács, Zsuzsanna Riedl, László Kollár, High-yielding synthesis of 1-isoindolinone derivatives via palladium-catalysed cycloaminocarbonylation Tetrahedron. ,vol. 67, pp. 1036- 1040 ,(2011) , 10.1016/J.TET.2010.11.099
Masaharu Uno, Hyun Seung Ban, Hiroyuki Nakamura, 1-[4-(N-Benzylamino)phenyl]-3-phenylurea derivatives as a new class of hypoxia-inducible factor-1α inhibitors Bioorganic & Medicinal Chemistry Letters. ,vol. 19, pp. 3166- 3169 ,(2009) , 10.1016/J.BMCL.2009.04.122
Mark H. Norman, Douglas J. Minick, Greg C. Rigdon, Effect of Linking Bridge Modifications on the Antipsychotic Profile of Some Phthalimide and Isoindolinone Derivatives Journal of Medicinal Chemistry. ,vol. 39, pp. 149- 157 ,(1996) , 10.1021/JM9502201
Upendra Sharma, Neeraj Kumar, Praveen Kumar Verma, Vishal Kumar, Bikram Singh, Zinc phthalocyanine with PEG-400 as a recyclable catalytic system for selective reduction of aromatic nitro compounds Green Chemistry. ,vol. 14, pp. 2289- 2293 ,(2012) , 10.1039/C2GC35452G
Upendra Sharma, Praveen Kumar, Neeraj Kumar, Vishal Kumar, Bikram Singh, Highly Chemo‐ and Regioselective Reduction of Aromatic Nitro Compounds Catalyzed by Recyclable Copper(II) as well as Cobalt(II) Phthalocyanines Advanced Synthesis & Catalysis. ,vol. 352, pp. 1834- 1840 ,(2010) , 10.1002/ADSC.201000191
Praveen Kumar Verma, Upendra Sharma, Neeraj Kumar, Manju Bala, Vishal Kumar, Bikram Singh, Nickel Phthalocyanine Assisted Highly Efficient and Selective Carbonyl Reduction in Polyethylene Glycol-400 Catalysis Letters. ,vol. 142, pp. 907- 913 ,(2012) , 10.1007/S10562-012-0832-2
Philip G. Jessop, Searching for green solvents Green Chemistry. ,vol. 13, pp. 1391- 1398 ,(2011) , 10.1039/C0GC00797H
Sophie Rousseaux, Serge I. Gorelsky, Benjamin K. W. Chung, Keith Fagnou, Investigation of the Mechanism of C(sp3)−H Bond Cleavage in Pd(0)-Catalyzed Intramolecular Alkane Arylation Adjacent to Amides and Sulfonamides Journal of the American Chemical Society. ,vol. 132, pp. 10692- 10705 ,(2010) , 10.1021/JA103081N