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Abstract
A one-pot, two-staged protocol has been developed for the synthesis of 3-bromoindenes from aryl alkynyl alcohols/sulfonamides and aldehydes. Bromotrimethylsilane (TMSBr) initiated a halo-Prins cyclization reaction to give 3-(bromomethylene)-tetrahydropyrans or -piperidines, which underwent ring-opening and Friedel-Crafts allylation to yield 3-bromoindenes in the presence of Brønsted acids.
Original language | English |
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Pages (from-to) | 1561-1571 |
Number of pages | 11 |
Journal | Asian Journal of Organic Chemistry |
Volume | 8 |
Issue number | 8 |
DOIs | |
State | Published - Aug 2019 |
Keywords
- alkynes
- cascade reactions
- cyclization
- Friedel-Crafts
- indenes
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Dive into the research topics of 'Synthesis of 3-Bromoindenes from 4-Alkynyl Alcohols/Sulfonamides and Aldehydes via Prins Cyclization, Ring-Opening and Friedel-Crafts Reactions'. Together they form a unique fingerprint.Projects
- 1 Finished
Datasets
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CCDC 1898770: Experimental Crystal Structure Determination
Hou, D. (Contributor) & Kotipalli, T. (Contributor), The Cambridge Structural Database, 1 Jan 2019
DOI: 10.5517/ccdc.csd.cc21qtn8, https://doi.org/10.5517%2Fccdc.csd.cc21qtn8
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