1521-41-1Relevant articles and documents
Ruthenium-catalyzed cyclization of aromatic nitriles with alkenes: Stereoselective synthesis of (Z)-3-methyleneisoindolin-1-ones
Reddy, Mallu Chenna,Jeganmohan, Masilamani
, p. 4866 - 4869 (2014)
Aromatic nitriles underwent cyclization with activated alkenes in the presence of a ruthenium catalyst, AgSbF6, and Cu(OAc)2·H2O providing substituted 3-methyleneisoindolin-1-ones with high Z-stereoselectivity. The Z-stereoselectivity of the 3-methyleneisoindolin-1-one moiety was controlled by the intramolecular hydrogen bonding.
Ring Opening/Site Selective Cleavage in N-Acyl Glutarimide to Synthesize Primary Amides
Govindan, Karthick,Lin, Wei-Yu
supporting information, p. 1600 - 1605 (2021/03/03)
A LiOH-promoted hydrolysis selective C-N cleavage of twisted N-acyl glutarimide for the synthesis of primary amides under mild conditions has been developed. The reaction is triggered by a ring opening of glutarimide followed by C-N cleavage to afford primary amides using 2 equiv of LiOH as the base at room temperature. The efficacy of the reactions was considered and administrated for various aryl and alkyl substituents in good yield with high selectivity. Moreover, gram-scale synthesis of primary amides using a continuous flow method was achieved. It is noted that our new methodology can apply under both batch and flow conditions for synthetic and industrial applications.
Transamidation for the Synthesis of Primary Amides at Room Temperature
Chen, Jiajia,Lee, Sunwoo,Xia, Yuanzhi
supporting information, (2020/05/05)
Various primary amides have been synthesized using the transamidation of various tertiary amides under metal-free and mild reaction conditions. When (NH4)2CO3 reacts with a tertiary amide bearing an N-electron-withdrawing substituent, such as sulfonyl and diacyl, in DMSO at 25 °C, the desired primary amide product is formed in good yield with good funcctional group tolerance. In addition, N-tosylated lactam derivatives afforded their corresponding N-tosylamido alkyl amide products via a ring opening reaction.