1421623-25-7Relevant articles and documents
Rh(III)- and Ir(III)-Catalyzed C-H alkynylation of arenes under chelation assistance
Xie, Fang,Qi, Zisong,Yu, Songjie,Li, Xingwei
supporting information, p. 4780 - 4787 (2014/04/17)
An efficient Rh(III)- and Ir(III)-catalyzed, chelation-assisted C-H alkynylation of a broad scope of (hetero)arenes has been developed using hypervalent iodine-alkyne reagents. Heterocycles, N-methoxy imines, azomethine imines, secondary carboxamides, azo compounds, N-nitrosoamines, and nitrones are viable directing groups to entail ortho C-H alkynylation. The reaction proceeded under mild conditions and with controllable mono- and dialkynylation selectivity when both mono- and dialkynylation was observed. Rh(III) and Ir(III) catalysts exhibited complementary substrate scope in this reaction. The synthetic applications of the coupled products have been demonstrated in subsequent derivatization reactions. Some mechanistic studies have been conducted, and two Rh(III) complexes have been established as key reaction intermediates. The current C-H alkynylation system complements those previously reported under gold or palladium catalysis using hypervalent iodine reagents.
Ruthenium-catalyzed direct ortho-alkynylation of arenes with chelation assistance
Ano, Yusuke,Tobisu, Mamoru,Chatani, Naoto
supporting information, p. 2763 - 2767 (2013/02/21)
The ruthenium-catalyzed direct alkynylation of arenes with the chelation assistance of nitrogen-containing heterocycles including pyridine, pyrimidine, pyrazole, and imidazole are described. The alkynylation is successful even in the presence of an acidic N-H bond. Broad compatibility with functional groups is observed under catalytic conditions. The obtained alkynylated products could serve as precursors for polycyclic heteroarenes. Copyright
