17575-59-6Relevant articles and documents
Method for asymmetric catalytic synthesis of gamma-cyanoamide compound and chiral drug using gamma-cyanoamide compound
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, (2021/06/02)
The invention relates to a method for asymmetric catalytic synthesis of a gamma-cyanoamide compound and a chiral drug using the gamma-cyanoamide compound. The method specifically comprises the following step: with silicon group-protected allene ketimine and alpha,beta-unsaturated pyrazolecarboxamide as raw materials, a complex formed by chiral amine oxide and cobalt trifluoromethanesulfonate as a catalyst, water as an additive, and trichloromethane as a solvent, conducting reacting for 2 to 48 hours at 0 to -60 DEG C so as to obtain the chiral gamma-cyanopyrazolecarboxamide compound which is high in property and good in substrate universality. A plurality of chiral natural products or drug molecules such as verapamil, Sporochnol A and key intermediates for synthesizing Epilarene, Aphanorphine and Ammoglutethimide can be obtained by performing some simple conversion on the catalytic product, namely the gamma-cyanopyrazolecarboxamide compound.
Regiodivergent Copper Catalyzed Borocyanation of 1,3-Dienes
Jia, Tao,He, Qiong,Ruscoe, Rebecca E.,Pulis, Alexander P.,Procter, David J.
, p. 11305 - 11309 (2018/08/28)
Copper catalyzed multi-functionalization of unsaturated carbon-carbon bonds is a powerful tool for the generation of complex molecules. We report a regiodivergent process that allows a switch between 1,4-borocupration and 4,1-borocupration of 1,3-dienes upon a simple change in ligand. The subsequently generated allyl coppers are trapped in an electrophilic cyanation to selectively generate densely functionalized and synthetically versatile 1,2- or 4,3-borocyanation products.
Tert-Butoxide-Mediated Arylation of 2-Substituted Cyanoacetates with Diaryliodonium Salts
Qian, Xiaofei,Han, Jianwei,Wang, Limin
, p. 940 - 946 (2016/04/05)
A transition metal-free direct arylation of 2-substituted cyanoacetates with diaryliodonium salts was developed. With this approach, a wide range of α-tolunitrile derivatives has been synthesized in good to excellent yields of 45-92%. Furthermore, the practicability of this approach is further manifested in the synthesis of a related bioactive agent of glutarimide.