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Abstract:
Herein, we report a distinctive and marvelous dual-migration of alkynyl tetracoordinate borons activated by both hydrochloric acid (HCl) and N-chlorosuccinimide (NCS), which is significantly different from conventional migration modes under basic conditions. In this protocol, HCl, as the first electrophile, activates the C equivalent to C bond, triggering the first 1,2-aryl migration. Subsequently, NCS promotes a secondary metallate shift, enabling the construction of polysubstituted alkenes. Notably, this process can work well under mild conditions, exhibits high efficiency, and provides valuable products. This transformation reveals that Zweifel olefination is not just limited to traditional basic conditions, it can proceed smoothly under acidic conditions as well, which greatly expands the scope of this well-known olefination reaction.
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SCIENCE CHINA-CHEMISTRY
ISSN: 1674-7291
Year: 2025
1 0 . 4 0 0
JCR@2023
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ESI Highly Cited Papers on the List: 0 Unfold All
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