Functionalization of benzylic C(sp3)H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis
Aryl aldehyde activation: Oxidative activation of 2-methylindole-3-carboxaldehyde (I) through N-heterocyclic carbene (NHC) organocatalysis generates heterocyclic ortho-quinodimethane (II) as a key intermediate. This intermediate then undergoes formal [4+2] cycloaddition with trifluoromethyl ketones...
| Main Authors: | , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
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2014
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| Online Access: | https://hdl.handle.net/10356/104209 http://hdl.handle.net/10220/19448 |
| _version_ | 1826128301155942400 |
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| author | Chen, Xingkuan Yang, Song Song, Bao-An Chi, Robin Yonggui |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Chen, Xingkuan Yang, Song Song, Bao-An Chi, Robin Yonggui |
| author_sort | Chen, Xingkuan |
| collection | NTU |
| description | Aryl aldehyde activation: Oxidative activation of 2-methylindole-3-carboxaldehyde (I) through N-heterocyclic carbene (NHC) organocatalysis generates heterocyclic ortho-quinodimethane (II) as a key intermediate. This intermediate then undergoes formal [4+2] cycloaddition with trifluoromethyl ketones or isatins to form polycyclic lactones containing a quaternary carbon center. |
| first_indexed | 2024-10-01T07:22:44Z |
| format | Journal Article |
| id | ntu-10356/104209 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T07:22:44Z |
| publishDate | 2014 |
| record_format | dspace |
| spelling | ntu-10356/1042092020-03-07T12:34:58Z Functionalization of benzylic C(sp3)H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis Chen, Xingkuan Yang, Song Song, Bao-An Chi, Robin Yonggui School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry Aryl aldehyde activation: Oxidative activation of 2-methylindole-3-carboxaldehyde (I) through N-heterocyclic carbene (NHC) organocatalysis generates heterocyclic ortho-quinodimethane (II) as a key intermediate. This intermediate then undergoes formal [4+2] cycloaddition with trifluoromethyl ketones or isatins to form polycyclic lactones containing a quaternary carbon center. 2014-05-26T02:29:00Z 2019-12-06T21:28:28Z 2014-05-26T02:29:00Z 2019-12-06T21:28:28Z 2013 2013 Journal Article Chen, X., Yang, S., Song, B.-A., & Chi, Y. R. (2013). Functionalization of Benzylic C(sp3)H Bonds of Heteroaryl Aldehydes through N-Heterocyclic Carbene Organocatalysis. Angewandte Chemie International Edition, 52(42), 11134–11137. 1433-7851 https://hdl.handle.net/10356/104209 http://hdl.handle.net/10220/19448 10.1002/anie.201305861 179770 en Angewandte Chemie international edition © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
| spellingShingle | DRNTU::Science::Chemistry::Organic chemistry Chen, Xingkuan Yang, Song Song, Bao-An Chi, Robin Yonggui Functionalization of benzylic C(sp3)H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis |
| title | Functionalization of benzylic C(sp3)H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis |
| title_full | Functionalization of benzylic C(sp3)H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis |
| title_fullStr | Functionalization of benzylic C(sp3)H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis |
| title_full_unstemmed | Functionalization of benzylic C(sp3)H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis |
| title_short | Functionalization of benzylic C(sp3)H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis |
| title_sort | functionalization of benzylic c sp3 h bonds of heteroaryl aldehydes through n heterocyclic carbene organocatalysis |
| topic | DRNTU::Science::Chemistry::Organic chemistry |
| url | https://hdl.handle.net/10356/104209 http://hdl.handle.net/10220/19448 |
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