1208500-32-6Relevant articles and documents
Catalyst-Free Csp?Csp3 Cross-Coupling of Bromodifluoroacetamides with 1-Iodoalkynes under Visible-Light Irradiation
Yamamoto, Yoshihiko,Kuroyanagi, Eisuke,Suzuki, Harufumi,Yasui, Takeshi
, p. 4932 - 4940 (2021)
We describe herein that the cross-coupling of bromodifluoroacetamides with (iodoethynyl)arenes proceeds without recourse to any photocatalyst when exposed to visible light at room temperature to afford alkynyldifluoroacetamides in 62–83% yields (27 examples). Several control experiments suggest that the reaction involves the homolysis of bromodifluoroacetamides and the coupling of the resultant difluoromethyl radical species with the 1-iodoalkynes via a radical chain process. Divergent transformations of the coupling products led to various organofluorine compounds, demonstrating the synthetic utility of the developed photo-coupling method. (Figure presented.).
Efficient synthesis of 1-iodoalkynes: Via Al2O3 mediated reaction of terminal alkynes and N -iodosuccinimide
Yao, Ming,Zhang, Jingjing,Yang, Sen,Xiong, Hangxing,Li, Li,Liu,Shi, Hong
, p. 3946 - 3950 (2020/02/04)
Iodination of terminal alkynes using N-iodosuccinimide (NIS) in the presence of γ-Al2O3 was developed to afford 1-iodoalkynes with good to excellent yields (up to 99%). This described approach featured excellent chemoselectivity, good functional group tolerance, and utilization of an inexpensive catalyst.
Synthesis of 5H-Selenopheno[3,2-c]isochromen-5-ones Promoted by Dialkyl Diselenides and Oxone
Goulart, Helen A.,Neto, José S. S.,Barcellos, Angelita M.,Barcellos, Thiago,Silva, Márcio S.,Alves, Diego,Jacob, Raquel G.,Lenard?o, Eder J.,Perin, Gelson
supporting information, p. 3403 - 3411 (2019/05/28)
We describe here for the first time the synthesis of isochromenones fused to selenophenes. 5H-Selenopheno[3,2-c]isochromen-5-ones were obtained through a double intramolecular cyclization of methyl 2-(organyl-1,3-diynyl)benzoate promoted by electrophilic species of selenium generated in situ by the reaction of dialkyl diselenides with Oxone, using ethanol as solvent. The reactions were conducted satisfactorily under mild conditions, using a range of 1,3-diynes and dialkyl diselenides as substrates. A total of sixteen unprecedent 5H-selenopheno[3,2-c]isochromen-5-ones were selectively obtained in moderate to good yields (40–86%) under reflux in an open flask and in short reaction times (1.0–2.5 h). (Figure presented.).