One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration
Rhodium(III)-catalyzed C-H functionalization-oxidative annulations of aromatic substrates with 1,3-enynes that contain allylic hydrogen atoms cis to the alkyne are described. The key step in these reactions is an alkenyl-to-allyl 1,4-rhodium(III) migration to give electrophilic pi-allylrhodium(III)...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Wiley
2018
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| Online Access: | https://eprints.nottingham.ac.uk/49295/ |
| _version_ | 1848797967035662336 |
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| author | Dooley, Johnathon D. Lam, Hon Wai |
| author_facet | Dooley, Johnathon D. Lam, Hon Wai |
| author_sort | Dooley, Johnathon D. |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | Rhodium(III)-catalyzed C-H functionalization-oxidative annulations of aromatic substrates with 1,3-enynes that contain allylic hydrogen atoms cis to the alkyne are described. The key step in these reactions is an alkenyl-to-allyl 1,4-rhodium(III) migration to give electrophilic pi-allylrhodium(III) species. Nucleophilic trapping of these species gives heterocycles such as benzopyrans, isobenzofuranones, and isoindolinones. |
| first_indexed | 2025-11-14T20:12:17Z |
| format | Article |
| id | nottingham-49295 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T20:12:17Z |
| publishDate | 2018 |
| publisher | Wiley |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-492952019-01-22T04:30:14Z https://eprints.nottingham.ac.uk/49295/ One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration Dooley, Johnathon D. Lam, Hon Wai Rhodium(III)-catalyzed C-H functionalization-oxidative annulations of aromatic substrates with 1,3-enynes that contain allylic hydrogen atoms cis to the alkyne are described. The key step in these reactions is an alkenyl-to-allyl 1,4-rhodium(III) migration to give electrophilic pi-allylrhodium(III) species. Nucleophilic trapping of these species gives heterocycles such as benzopyrans, isobenzofuranones, and isoindolinones. Wiley 2018-03-15 Article PeerReviewed application/pdf en https://eprints.nottingham.ac.uk/49295/1/Hon%20Lam%20One-Carbon%20Oxidative%20Annulations.pdf Dooley, Johnathon D. and Lam, Hon Wai (2018) One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration. Chemistry - A European Journal, 24 (16). pp. 4050-4054. ISSN 1521-3765 catalysis; C-H functionalization; enyne; Isomerization; rhodium http://onlinelibrary.wiley.com/doi/10.1002/chem.201706043/full doi:10.1002/chem.201706043 doi:10.1002/chem.201706043 |
| spellingShingle | catalysis; C-H functionalization; enyne; Isomerization; rhodium Dooley, Johnathon D. Lam, Hon Wai One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration |
| title | One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration |
| title_full | One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration |
| title_fullStr | One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration |
| title_full_unstemmed | One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration |
| title_short | One-carbon oxidative annulations of 1,3-enynes by catalytic C–H functionalization and 1,4-rhodium(III) migration |
| title_sort | one-carbon oxidative annulations of 1,3-enynes by catalytic c–h functionalization and 1,4-rhodium(iii) migration |
| topic | catalysis; C-H functionalization; enyne; Isomerization; rhodium |
| url | https://eprints.nottingham.ac.uk/49295/ https://eprints.nottingham.ac.uk/49295/ https://eprints.nottingham.ac.uk/49295/ |