Beilstein J. Org. Chem.2011,7, 565–569, doi:10.3762/bjoc.7.65
heterocycles has been intensively investigated [30][31][32][33][34]. Most of the developed methods involve the use of haloacetylenes. In contrast, our group has focused on the use of more reactive alkynyl hypervalentiodinereagents in order to expand the scope of direct alkynylation methods under milder
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Graphical Abstract
Scheme 1:
Domino cyclization–substitution reactions of 2-alkynylanilines.
Beilstein J. Org. Chem.2007,3, No. 19, doi:10.1186/1860-5397-3-19
recycling of the iodine reagent is concerned. The broad use of hypervalentiodinereagents is still hampered by tedious purification and recycling protocols. Commonly, purification relies on chromatography. Recently, tagging strategies for reagents and catalysts have widely been investigated that allow easy
but could potentially be applied to most other iodine(III)-mediated reactions.
Hypervalentiodinereagents 1 – 6.
Iodine(III)-promoted iodination of arenes and concept of purification.
Proposed intermediates.
Monoiodination of arenes with m-iodosylbenzoic acid 6 (see Supporting Information File 1 for