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Article Dans Une Revue Angewandte Chemie International Edition Année : 2021

Cyclic Diaryl λ 3 ‐Bromanes as Original Aryne Precursors

Résumé

Despite the widespread application of hypervalent iodines, the corresponding l 3-bromanes are less explored. Herein we report a general, safe, and high-yielding strategy to access cyclic diaryl l 3-bromanes. These unique compounds feature reactivity that is appealing and complementary to that of l 3-iodanes, generating arynes under mild reaction conditions and in the presence of a weak base. Accordingly, formal metaselective transition-metal-free CO and C-N couplings may be achieved. Mechanistic studies unambiguously support the aryne generation mechanism.

Domaines

Chimie organique
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Dates et versions

hal-03453904 , version 1 (28-11-2021)

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Matteo Lanzi, Quentin Dherbassy, Joanna Wencel‐delord. Cyclic Diaryl λ 3 ‐Bromanes as Original Aryne Precursors. Angewandte Chemie International Edition, 2021, 60 (27), pp.14852-14857. ⟨10.1002/anie.202103625⟩. ⟨hal-03453904⟩
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