- Pd-catalyzed N-arylation of secondary acyclic amides: Catalyst development, scope, and computational study
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We report the efficient N-arylation of acyclic secondary amides and related nucleophiles with aryl nonaflates, triflates, and chlorides. This method allows for easy variation of the aromatic component in tertiary aryl amides. A new biaryl phosphine with P-bound 3,5-(bis)trifluoromethylphenyl groups was found to be uniquely effective for this amidation. The critical aspects of the ligand were explored through synthetic, mechanistic, and computational studies. Systematic variation of the ligand revealed the importance of (1) a methoxy group on the aromatic carbon of the "top ring" ortho to the phosphorus and (2) two highly electron-withdrawing P-bound 3,5-(bis)trifluoromethylphenyl groups. Computational studies suggest the electron-deficient nature of the ligand is important in facilitating amide binding to the LPd(II)(Ph)(X) intermediate.
- Hicks, Jacqueline D.,Hyde, Alan M.,Cuezva, Alberto Martinez,Buchwald, Stephen L.
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supporting information; experimental part
p. 16720 - 16734
(2010/04/04)
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- NUCLEAR RECEPTOR BINDING AGENTS
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The present invention relates to a novel class of selective estrogen receptor modulators (SERMs). The SERM compounds are applicable for use in the prevention and/or treatment of a variety of diseases and conditions including prevention and treatment of cancers such as prostate and breast cancer, osteoporosis, hormone-related diseases, hot flashes or vasomotor symptoms, neurological disorders, cardiovascular disease and obesity.
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Page/Page column 135-137
(2008/06/13)
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- STUDIES ON ENAMIDES. PART 4 : PHOTOCHEMICAL INVESTIGATIONS OF N-AROYLDIPHENYLAMINES
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Photolysis of N-aroyldiphenylamines affords 9-arylacridines or phenanthridinone depending on the structure of the substrates.Additionally, carbazole and photomigrated products are also obtained.
- Datta, Indira,Das, Tapas Kumar,Ghosh, Somnath
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p. 6821 - 6830
(2007/10/02)
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