1622845-40-2Relevant academic research and scientific papers
Rhodium(iii)-catalyzed regioselective C2-amidation of indoles with N-(2,4,6-trichlorobenzoyloxy)amides and its synthetic application to the development of a novel potential PPARγ modulator
Shi, Jingjing,Zhao, Guanguan,Wang, Xiaowei,Xu, H. Eric,Yi, Wei
, p. 6831 - 6836 (2014)
A new and efficient method for the direct regioselective C2-amidation of various functionalized indoles with several N-(2,4,6-trichlorobenzoyloxy)amides via Rh(iii)-catalyzed C-H activation/N-O cleavage/C-N formation using the pyrimidyl group as a readily installable and removable directing group has been developed. With this method, a variety of valuable 2-amido indoles can be easily prepared under mild conditions with broad functional group tolerance and excellent region-/site-specificities. Application of this strategy to the synthesis of target compound 6 as a novel PPARγ modulator was also demonstrated. The results from biological evaluation showed that compound 6 had a partial PPARγ agonistic activity and a strong PPARγ binding affinity with an IC50 value of 120.0 nM, along with a less pronounced adipocyte differentiation ability compared to the currently marketed anti-diabetic drug rosiglitazone, suggesting that further development of such a compound might be of great interest. This journal is the Partner Organisations 2014.
Iridium(III)-Catalyzed Regioselective Carbenoid Insertion C–H Alkylation by α-Diazotized Meldrum's Acid
Lv, Honggui,Xu, William L.,Lin, Kunhua,Shi, Jingjing,Yi, Wei
supporting information, p. 5637 - 5641 (2016/12/14)
A practical and straightforward protocol for IrIII-catalyzed regioselective carbenoid insertion C–H alkylation mediated by α-diazotized Meldrum's acid was developed. The assistance of external additives and oxidants was not needed, and the developed IrIIIcatalysis proceeds in a highly efficient manner (e.g., mild reaction conditions, short reaction times and excellent regioselectivity) and demonstrates good compatibility with several privileged substrates, such as valuable N-(2-pyrimidyl)indoles, phenylpyridines, and the marketed drug edaravone and its analogues, and thus provides a good complement to previous methods for the rapid construction of the corresponding alkylated products.
Rhodium(iii)-catalyzed C2-selective carbenoid functionalization and subsequent C7-alkenylation of indoles
Shi, Jingjing,Yan, Yunnan,Li, Qiu,Xu, H. Eric,Yi, Wei
supporting information, p. 6483 - 6486 (2014/06/09)
Here a new, mild and versatile method for efficient synthesis of a diverse range of 2-acetate substituted indoles via Rh(iii)-catalyzed and alcohol-mediated C2-selective carbenoid insertion functionalization of indoles by α-diazotized Meldrum's acid has been developed. Furthermore, for the first time, a Rh(iii)/Cu(ii)-catalyzed direct C7-alkenylation of such functionalized products has also been demonstrated. This journal is the Partner Organisations 2014.
