Synthesis of CF3-Aziridines Published in Angewandte Chemie
A new route has been discovered to obtain CF3 substituated N-aryl, alkyl and tosylaziridine products. With the utilization of a newly designed, bench stable but highly reactive hypervalent alkenyl iodonium species, the three membered heterocyclic ring can be constructed from simple amines without structural limitation with high efficiency under mild conditions in the absence of transition metal catalysts. The paper entitled as "Design of Trifluoroalkenyliodonium salts for Hypervalency Aided Alkenylation‐Cyclization Strategy: Metal‐free Construction of Aziridine Ring" and published in Angewandte Chemie International Edition (Wiley). For further reading, please, Click here.
First hit in 2018! Aromatic C-H Alkylation by Sulfonium Salts
C−C bond-forming reactions via aromatic C−H bond activation processes have been studied in this paper. C−H activation based direct alkylations by alkyl group transfer are less explored in this field. However, the introduction of alkyl groups into aromatic systems, especially the ubiquitous methyl group in molecular scaffolds, could have beneficial effects on biological properties. This paper describes "Sulfonium Salts as Alkylating Agents for Palladium-Catalyzed Direct Ortho Alkylation of Anilides and Aromatic Ureas" presented by Dániel Simkó et. al. in Organic Letters (ACS). For further reading, please, Click here.
OPR&D Highlights
Our new publication entitled "Palladium Catalyzed 2,2,2-Trifluoroethoxylation of Aromatic and Heteroaromatic Chlorides Utilizing Borate Salt and the Synthesis of Trifluoro Analog of Sildenafil" had been picked up by the Highlights of OPR&D! The highlights are selected by a group of industrial chemists as a service to the readership who has a strong interest in practical chemistry that addresses and solves industrial questions.These trifluoroethoxylated compounds are both very useful and not always that easy to produce.
Wenyi Zhao, Dongbo Zhao, Sylvain Guizzetti, James A. Schwindeman, David S. B. Daniels, Carlos A. Guerrero, Arjun Raghuraman, John Knight, Org. Process Res. Dev. 2017, 21, 1873-1883. DOI: 10.1021/acs.oprd.7b00371 | [Full Text Link]
September starts with two new publications
We are pleased to share our new papers.
Aradi K. and her co-workers presented a mild N-arylation of nitroenamine derivatives utilizing diaryliodonium triflates and copper(I) chloride as a catalyst. For further reading, please, click here.
Pethő B. and his co-workers developed a synthetic method for 2,2,2-trifluoroethoxylation of aromatic and heteroaromatic chlorides utilizing borate salt. Under palladium catalyzed reaction conditions an additional analog of Sildenafil was synthetized also. The paper was published in Chemistry - A European Journal (Wiley).For further reading, please, click here.
New method for sequential coupling and deprotection of silyl alkynes
Our group was presented a new syhtetic method for the desilylation of silylacetylenes via aquaous solution of hexafluorosilicic acid. The applicability of the novel, cheap and environmentally friendly reagent was demonstrated in the sequential coupling of aryl halides and ethynyltrimethylsilane to afford internal acetylenes, benzofurans, and triazoles in one-pot reactions. This paper has been published in Synthesis (Thieme) and entitled as "Hexafluorosilicic Acid as a Novel Reagent for the Desilylation of Silylacetylenes: Application in Sequential Sonogashira Coupling and Click Reaction". For further reading, please, click here.