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Preparation of bis(heteroaryl)iodonium salts via an iodonium transfer reaction between di(cyano)iodonium triflate and organostannes
Author(s) -
Stang Peter J.,
Tykwinski Rik,
Zhdankin Viktor V.
Publication year - 1992
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570290424
Subject(s) - trifluoromethanesulfonate , chemistry , reagent , medicinal chemistry , tributyltin , microcrystalline , polymer chemistry , tetrafluoroborate , organic chemistry , catalysis , crystallography , ionic liquid
Di(cyano)iodonium triflate 5 generated in situ from iodosyl triflate (0 = I‐OTf) and cyanotrimethylsilane is a preferred reagent for the preparation of various bis(heteroaryl)iodonium triflate salts 11–15 via an iodonium transfer reaction with the corresponding tributyltin substituted heterocycles 6–10 . Novel heteroaromatic iodonium salts 3, 11–15 were isolated in good yields as relatively stable microcrystalline solids and characterized by multinuclear nmr, ir and hrms data.