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Synthesis and Reactivity of Aryl(alkynyl)iodonium Salts
Author(s) -
Dixon Luke I.,
Carroll Michael A.,
Gregson Thomas J.,
Ellames George J.,
Harrington Ross W.,
Clegg William
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201300092
Subject(s) - chemistry , aryl , reagent , reactivity (psychology) , combinatorial chemistry , organic chemistry , medicinal chemistry , alkyl , medicine , alternative medicine , pathology
The first practical, yet simple, preparation of aryl(alkynyl)iodonium trifluoroacetate salts is described. The generic nature of this synthetic method has allowed the production of a range of aryl(alkynyl)iodonium trifluoroacetate salts with independent variation of both the alkynyl and aryliodo groups in yields of 30–85 %. Application of these new reagents to the synthesis of a series of 2‐arylfuro[3,2‐ c ]pyridines (40–64 %) highlights the potential of this class of materials as precursors to bioactive heterocyclic structures. These experiments have also demonstrated that, in this case, the effect of the aryliodo group on the reaction is negligible.