Electrochemically Induced Synthesis of Sulfonylated -Unsubstituted Enamines from Vinyl Azides and Sulfonyl Hydrazides.
作者信息
Mulina Olga M, Zhironkina Nataliya V, Paveliev Stanislav A, Demchuk Dmitry V, Terent'ev Alexander O
机构信息
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation.
D. I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Square, 125047 Moscow, Russian Federation.
出版信息
Org Lett. 2020 Mar 6;22(5):1818-1824. doi: 10.1021/acs.orglett.0c00139. Epub 2020 Feb 20.
Sulfonylated -unsubstituted enamines were synthesized through a chain of chemical and electrochemical transformations via sulfonylation of vinyl azides. The disclosing of the -unsubstituted enamines synthesis was based on a unique property of the azido group, which is its ability to eliminate the N molecule. Furthermore, a formal paradox is observed: a double bond reacts and a double bond is retained. Electrosynthesis proceeded in an undivided cell equipped with a graphite anode and a stainless steel cathode; NHI was used as a supporting electrolyte.
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