Despite the widespread application of hypervalent iodines, the corresponding λ3-bromanes are less explored. Herein we report a general, safe, and high-yielding strategy to access cyclic diaryl λ3-bromanes. These unique compounds feature reactivity that is appealing and complementary to that of λ3-iodanes, generating arynes under mild reaction conditions and in the presence of a weak base. Accordingly, formal meta-selective transition-metal-free C–O and C–N couplings may be achieved. Mechanistic studies unambiguously support the aryne generation mechanism.

Cyclic Diaryl λ3-Bromanes as Original Aryne Precursors / Lanzi, M.; Dherbassy, Q.; Wencel-Delord, J.. - In: ANGEWANDTE CHEMIE. INTERNATIONAL EDITION. - ISSN 1433-7851. - 60:27(2021), pp. 14852-14857. [10.1002/anie.202103625]

Cyclic Diaryl λ3-Bromanes as Original Aryne Precursors

Lanzi M.;
2021-01-01

Abstract

Despite the widespread application of hypervalent iodines, the corresponding λ3-bromanes are less explored. Herein we report a general, safe, and high-yielding strategy to access cyclic diaryl λ3-bromanes. These unique compounds feature reactivity that is appealing and complementary to that of λ3-iodanes, generating arynes under mild reaction conditions and in the presence of a weak base. Accordingly, formal meta-selective transition-metal-free C–O and C–N couplings may be achieved. Mechanistic studies unambiguously support the aryne generation mechanism.
2021
Cyclic Diaryl λ3-Bromanes as Original Aryne Precursors / Lanzi, M.; Dherbassy, Q.; Wencel-Delord, J.. - In: ANGEWANDTE CHEMIE. INTERNATIONAL EDITION. - ISSN 1433-7851. - 60:27(2021), pp. 14852-14857. [10.1002/anie.202103625]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/2994014
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