A general approach to aryl(cyano)iodonium triflates - versatile iodonium transfer reagents

Viktor V. Zhdankin; Michael C. Scheuller; Peter J. Stang

doi:10.1016/S0040-4039(00)91812-4

A general approach to aryl(cyano)iodonium triflates - versatile iodonium transfer reagents

Viktor V. Zhdankin
, Michael C. Scheuller
, Peter J. Stang

Chemistry & Biochemistry

Research output: Contribution to journal › Article › peer-review

75 Scopus citations

Abstract

Aryl(cyano)iodonium triflates (ArI⁺CN ^-OTf, Ar = Ph, 4-CF₃C₆H₄, 3,5-(CF₃)₂C₆H₃, 4-FC₆H₄) can be prepared in two steps from the corresponding aryliodides by oxidation with pertrifluoroacetic acid and subsequent reaction with Me₃SiOTf and Me₃SiCN. These compounds react with tributyltin derivatives of acetylenes, aromatic or heteroaromatic compounds under mild conditions forming the corresponding iodonium salts 5, 7, 9 in good yield.

Original language	English (US)
Pages (from-to)	6853-6856
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	43
DOIs	https://doi.org/10.1016/S0040-4039(00)91812-4
State	Published - Oct 22 1993

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title = "A general approach to aryl(cyano)iodonium triflates - versatile iodonium transfer reagents",

abstract = "Aryl(cyano)iodonium triflates (ArI+CN -OTf, Ar = Ph, 4-CF3C6H4, 3,5-(CF3)2C6H3, 4-FC6H4) can be prepared in two steps from the corresponding aryliodides by oxidation with pertrifluoroacetic acid and subsequent reaction with Me3SiOTf and Me3SiCN. These compounds react with tributyltin derivatives of acetylenes, aromatic or heteroaromatic compounds under mild conditions forming the corresponding iodonium salts 5, 7, 9 in good yield.",

author = "Zhdankin, \{Viktor V.\} and Scheuller, \{Michael C.\} and Stang, \{Peter J.\}",

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T1 - A general approach to aryl(cyano)iodonium triflates - versatile iodonium transfer reagents

AU - Zhdankin, Viktor V.

AU - Scheuller, Michael C.

AU - Stang, Peter J.

PY - 1993/10/22

Y1 - 1993/10/22

N2 - Aryl(cyano)iodonium triflates (ArI+CN -OTf, Ar = Ph, 4-CF3C6H4, 3,5-(CF3)2C6H3, 4-FC6H4) can be prepared in two steps from the corresponding aryliodides by oxidation with pertrifluoroacetic acid and subsequent reaction with Me3SiOTf and Me3SiCN. These compounds react with tributyltin derivatives of acetylenes, aromatic or heteroaromatic compounds under mild conditions forming the corresponding iodonium salts 5, 7, 9 in good yield.

AB - Aryl(cyano)iodonium triflates (ArI+CN -OTf, Ar = Ph, 4-CF3C6H4, 3,5-(CF3)2C6H3, 4-FC6H4) can be prepared in two steps from the corresponding aryliodides by oxidation with pertrifluoroacetic acid and subsequent reaction with Me3SiOTf and Me3SiCN. These compounds react with tributyltin derivatives of acetylenes, aromatic or heteroaromatic compounds under mild conditions forming the corresponding iodonium salts 5, 7, 9 in good yield.

UR - https://www.scopus.com/pages/publications/0027446697

UR - https://www.scopus.com/pages/publications/0027446697#tab=citedBy

U2 - 10.1016/S0040-4039(00)91812-4

DO - 10.1016/S0040-4039(00)91812-4

M3 - Article

AN - SCOPUS:0027446697

SN - 0040-4039

VL - 34

SP - 6853

EP - 6856

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 43

ER -

A general approach to aryl(cyano)iodonium triflates - versatile iodonium transfer reagents

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