648409-06-7Relevant articles and documents
Photochemically induced radical transformation of C(sp3)-H bonds to C(sp3)-CN bonds
Kamijo, Shin,Hoshikawa, Tamaki,Inoue, Masayuki
, p. 5928 - 5931 (2011)
A general protocol for direct transformation of unreactive C(sp 3)-H bonds to C(sp3)-CN bonds has been developed. The C-H activation was effected by photoexcited benzophenone, and the generated carbon radical was subsequently trapped with tosyl cyanide to afford the corresponding nitrile in a highly efficient manner. The present methodology is widely applicable to versatile starting materials and, thus, serves as a powerful tool for selective one-carbon elongation for construction of architecturally complex molecules.
Photoinduced direct cyanation of C(sp3)-H bonds
Hoshikawa, Tamaki,Yoshioka, Shun,Kamijo, Shin,Inoue, Masayuki
, p. 874 - 887 (2013/05/09)
A general and practical synthetic protocol for the direct transformation of unreactive C(sp3)-H bonds to C(sp3)-CN bonds has been developed. The homolytic cleavage of the C-H bond is initiated by photo-excited benzophenone, and the resulting carbon radical subsequently reacts with tosyl cyanide to afford the corresponding nitrile in a highly efficient manner. The present methodology is widely applicable to various starting materials including ethers, alcohols, amine derivatives, alkanes, and alkylbenzenes. This newly developed C-H cyanation protocol provides a powerful tool for selective one-carbon elongation for the construction of architecturally complex molecules. Georg Thieme Verlag Stuttgart - New York.
