39266-22-3Relevant academic research and scientific papers
AlCl3 catalyzed coupling of: N-benzylic sulfonamides with 2-substituted cyanoacetates through carbon-nitrogen bond cleavage
Hu, Chen,Hong, Gang,Qian, Xiaofei,Kim, Kwang Rim,Zhu, Xiaoyan,Wang, Limin
supporting information, p. 4984 - 4991 (2017/07/10)
A new cross-coupling reaction of N-benzylic sulfonamides with 2-substituted cyanoacetates for the synthesis of 2-substituted benzylbenzene was reported. In the presence of AlCl3, a broad range of N-benzylic sulfonamides reacted smoothly with 2-substituted cyanoacetates to afford structurally diverse benzylbenzenes in moderate to excellent yields. The conversion could be enlarged to gram-scale efficiently. The practicability of this approach was further manifested in the synthesis of a related bioactive agent with high anti-inflammatory activity.
Asymmetric Assembly of All-Carbon Tertiary/Quaternary Nonadjacent Stereocenters through Organocatalytic Conjugate Addition of α-Cyanoacetates to a Methacrylate Equivalent
Iriarte, Igor,Vera, Silvia,Badiola, Eider,Mielgo, Antonia,Oiarbide, Mikel,García, Jesús M.,Odriozola, José M.,Palomo, Claudio
supporting information, p. 13690 - 13696 (2016/09/13)
An efficient, highly diastereo- and enantioselective assembly of acyclic carbonyl fragments possessing nonadjacent all-carbon tertiary/quaternary stereoarrays is reported based on a Br?nsted base catalyzed Michael addition/α-protonation sequence involving α-cyanoacetates and 2,4-dimethyl-4-hydroxypenten-3-one as novel methacrylate equivalent.
Phosphine-catalyzed regioselective Michael addition to allenoates
Gandi, Vasudeva Rao,Lu, Yixin
supporting information, p. 16188 - 16190 (2015/11/10)
The first phosphine catalysed Michael addition of arylcyanoacetates to allenoates has been developed, and the β-selective products with a quaternary center were obtained in excellent yields. This unusual regioselectivity may open new opportunities to acce
Chemistry of novel compounds possessing multifunctional carbon atoms. X. Synthetic studies of efficient and practical chiral derivatizing agents based on the α-cyano-α-fluorophenylacetic acid structure
Takeuchi,Iwashita,Yamada,Gotaishi,Kurose,Koizumi,Kabuto,Kometani
, p. 1668 - 1673 (2007/10/03)
In order to develop efficient chiral derivatizing agents (CDAs) which can be obtained readily in optically active form, synthetic studies of α-cyano- α-fluorophenylacetic acid (CFPA) analogs, 3a-e and CFNA (14a), were made. Carboxylation of 6a-e obtained
