Cyclic Diaryl λ3‐Bromanes as a Precursor for Regiodivergent Alkynylation Reactions
Regiodivergent reactions are a fascinating tool to rapidly access molecular diversity while using identical coupling partners. We have developed a new approach for regiodivergent synthesis using the dual character of hypervalent bromines. In addition to the recently reported reactivity of hypervalen...
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| Veröffentlicht in: | Angewandte Chemie 2024-04, Vol.136 (16), p.n/a |
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| container_title | Angewandte Chemie |
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| creator | De Abreu, Maxime Rogge, Torben Lanzi, Matteo Saiegh, Tomas J. Houk, Kendall N. Wencel‐Delord, Joanna |
| description | Regiodivergent reactions are a fascinating tool to rapidly access molecular diversity while using identical coupling partners. We have developed a new approach for regiodivergent synthesis using the dual character of hypervalent bromines. In addition to the recently reported reactivity of hypervalent bromines as aryne precursors, the first transition metal‐catalyzed reaction is reported. Accordingly, the development of these two complementary transformations allows for the alteration of regioselectivity to furnish both ortho‐ and meta‐substituted alkynylation products. Mechanistic and computational studies show how these selectivities are controlled.
Regiodivergent reactions are a fascinating tool to rapidly access molecular diversity. Herein we reported the complemental character of hypervalent bromines, as aryne precursors and their behavior under transition metal‐catalyzed reactions to furnish both ortho‐ and meta‐substituted alkynylation products. Mechanistic and computational studies show how these selectivities are controlled. |
| doi_str_mv | 10.1002/ange.202319960 |
| format | Article |
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Regiodivergent reactions are a fascinating tool to rapidly access molecular diversity. Herein we reported the complemental character of hypervalent bromines, as aryne precursors and their behavior under transition metal‐catalyzed reactions to furnish both ortho‐ and meta‐substituted alkynylation products. Mechanistic and computational studies show how these selectivities are controlled.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ange.202319960</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-7094-5443</orcidid><oa>free_for_read</oa></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | biaryl-alkyne Bromine Coupling (molecular) hypervalent bromine metal-free alkynylation Metals Precursors regiodivergent alkynylation Regioselectivity Transition metals λ3-bromane |
| title | Cyclic Diaryl λ3‐Bromanes as a Precursor for Regiodivergent Alkynylation Reactions |
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