1253388-60-1Relevant articles and documents
Nickel-catalyzed C-O/N-H, C-S/N-H, and C-CN/N-H annulation of aromatic amides with alkynes: C-O, C-S, and C-CN activation
Iyori, Yasuaki,Ueno, Rina,Morishige, Aoi,Chatani, Naoto
, p. 1772 - 1777 (2021/02/22)
The Ni-catalyzed reaction ofortho-phenoxy-substituted aromatic amides with alkynes in the presence of LiOtBu as a base results in C-O/N-H annulation with the formation of 1(2H)-isoquinolinones. The use of a base is essential for the reaction to proceed. The reaction proceeds, even in the absence of a ligand, and under mild reaction conditions (40 °C). An electron-donating group on the aromatic ring facilitates the reaction. The reaction was also applicable to carbamate (C-O bond activation), methylthio (C-S bond activation), and cyano (C-CN bond activation) groups as leaving groups.
Pd/C-catalyzed synthesis of N-aryl and N-alkyl isoquinolones via C[sbnd]H/N[sbnd]H activation
Shu, Zhen,Guo, Yuntao,Li, Wei,Wang, Baiquan
, p. 292 - 297 (2017/09/30)
Pd/C-catalyzed direct synthesis of N-aryl and N-alkyl isoquinolones was developed via the annulation reactions of benzamides and alkynes in high yields (up to 99%) through the cleavage of C[sbnd]H/N[sbnd]H bonds. The reaction was ligand-free and air was used as oxidant. High regioselectivities were found when unsymmetrical alkynes or meta-benzamides were used as substrates. The heterocyclic carboxamide substrates, such as furan and thiophene derivatives, also afforded the corresponding products in high yields.
Rh-catalyzed oxidative coupling between primary and secondary benzamides and alkynes: Synthesis of polycyclic amides
Song, Guoyong,Chen, Dan,Pan, Cheng-Ling,Crabtree, Robert H.,Li, Xingwei
supporting information; experimental part, p. 7487 - 7490 (2011/02/21)
A methodology for the high yield and facile synthesis of isoquinolones from benzamides and alkynes via the oxidative ortho C-H activation of benzamides has been developed. Ag2CO3 proved to be an optimal oxidant when MeCN was used as
