85847-59-2Relevant academic research and scientific papers
Chemoselective double annulation of two different isocyanides: Rapid access to trifluoromethylated indole-fused heterocycles
Gao, Yuelei,Hu, Zhongyan,Dong, Jinhuan,Liu, Jun,Xu, Xianxiu
supporting information, p. 5292 - 5295 (2017/11/06)
An unprecedented chemoselective double annulation of α-trifluoromethylated isocyanides with o-acylaryl isocyanides has been developed. This new reaction provides a rapid, efficient, and complete atom-economic strategy for the synthesis of trifluoromethylated oxadiazino[3,2-α]indoles in a single operation from readily available starting materials. Isocyanide insertion into C=O double bonds is disclosed for the first time as indicated by the results of 18O-labeling experiment. A mechanism for this domino reaction is proposed involving chemoselective heterodimerization of two different isocyanides, followed by indole-2,3-epoxide formation and rearrangement.
MECHANISM OF Co(SALEN)-CATALYZED OXYGENOLYSIS OF INDOLE RING AS A MODEL FOR THE TRYPTOPHAN-2,3-DIOXYGENASE REACTION
Nishinaga, A.,Ohara, H.,Tomita, H.,Matsuura, T.
, p. 213 - 216 (2007/10/02)
In the Co(Salen)-catalyzed oxygenolysis of 3-methylindole giving rise to o-formyl-aminoacetophenone, the actual active catalyst species has been found to be the Co(III)-(Salen) complex of an anion of the product.The catalysis involves activation of the substrate but not molecular oxygen.The activation of the substrate involves the rate determining proton transfer from the substrate to the product anion in the coordination sphere of the catalyst.
