An article Ni-catalyzed direct alcoholysis of N-acylpyrrole-type tertiary amides under mild conditions WOS:000516508500001 published article about CROSS-COUPLINGS; ENANTIOSELECTIVE ADDITION; ESTERIFICATION; ACTIVATION; CONVERSION; REAGENTS; ALKENES in [Chen, Hang; Chen, Dong-Huang; Huang, Pei-Qiang] Xiamen Univ, Coll Chem & Chem Engn, Collaborat Innovat Ctr Chem Ene Mat, Dept Chem,Fujian Prov Key Lab Chem Biol, Xiamen 361005, Peoples R China in 2020.0, Cited 50.0. Recommanded Product: Methyl 3-phenylpropionate. The Name is Methyl 3-phenylpropionate. Through research, I have a further understanding and discovery of 103-25-3
N-Acylpyrrole-type amides are a class of versatile building blocks in asymmetric synthesis. We report that by employing Ni(COD)(2)/2,2 ‘-bipyridine (5 mol%) catalytic system, the direct, catalytic alcoholysis of N-acylpyrrole-type aromatic and aliphatic amides with both primary and secondary alcohols can be achieved efficiently under very mild conditions (rt, 1 h) even at gram scale. By increasing the catalyst loading to 10 mol%, prolonging reaction time (18 h), and/or elevating reaction temperature to 50 degrees C/80 degrees C, the reaction could be extended to both complex and hindered N-acylpyrroles as well as to N-acylpyrazoles, Nacylindoles, and to other (functionalized) primary and secondary alcohols. In all cases, only 1.5 equiv. of alcohol were used. The value of the method has been demonstrated by the racemization-free, catalytic alcoholysis of chiral amides yielded from other asymmetric methodologies.
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Reference:
Patent; SANOFI; US2011/294788; (2011); A1;,
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