期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 27, 页码 14852-14857出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202103625
关键词
arynes; hypervalent bromine; hypervalent iodine; metal-free coupling; λ (3)-bromanes
资金
- CNRS (Centre National de la Recherche Scientifique)
- Ministere de l'Education Nationale et de la Recherche, France
A general, safe, and high-yielding strategy to access cyclic diaryl lambda(3)-bromanes is reported in this study, featuring reactivity complementary to that of lambda(3)-iodanes to generate arynes under mild reaction conditions in the presence of a weak base. Mechanistic studies unambiguously support the aryne generation mechanism.
Despite the widespread application of hypervalent iodines, the corresponding lambda(3)-bromanes are less explored. Herein we report a general, safe, and high-yielding strategy to access cyclic diaryl lambda(3)-bromanes. These unique compounds feature reactivity that is appealing and complementary to that of lambda(3)-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.
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