Ortho-C–H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt–Pyphos Catalysis

Ortho-C–H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt–Pyphos Catalysis

Ortho-C–H benzylation of aryl ketimines with benzyl phosphates is achieved with the aid of a catalytic system consisting of a cobalt(II) salt, a phosphine/pyridine bidentate ligand, and a Grignard reagent under room-temperature conditions, affording a variety of diarylmethanes bearing o-acetyl or -a...

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Main Authors: Xu, Wengang, Paira, Rupankar, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2015
Subjects:
DRNTU::Science::Chemistry
Online Access:https://hdl.handle.net/10356/103771
http://hdl.handle.net/10220/38789
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1037712023-02-28T19:35:27Z Ortho-C–H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt–Pyphos Catalysis Xu, Wengang Paira, Rupankar Yoshikai, Naohiko School of Physical and Mathematical Sciences DRNTU::Science::Chemistry Ortho-C–H benzylation of aryl ketimines with benzyl phosphates is achieved with the aid of a catalytic system consisting of a cobalt(II) salt, a phosphine/pyridine bidentate ligand, and a Grignard reagent under room-temperature conditions, affording a variety of diarylmethanes bearing o-acetyl or -acyl groups in moderate to good yields. Owing to the versatility of the o-acetyl group, the reaction opens useful synthetic routes to polycyclic compounds such as unsymmetrical anthracene, anthracenone, and anthraquinone derivatives. MOE (Min. of Education, S’pore) Accepted version 2015-10-12T03:27:19Z 2019-12-06T21:19:53Z 2015-10-12T03:27:19Z 2019-12-06T21:19:53Z 2015 2015 Journal Article Xu, W., Paira, R., & Yoshikai, N. (2015). Ortho-C–H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt–Pyphos Catalysis. Organic Letters, 17(17), 4192-4195. 1523-7060 https://hdl.handle.net/10356/103771 http://hdl.handle.net/10220/38789 10.1021/acs.orglett.5b01955 en Organic Letters © 2015 American Chemical Society. This is the author created version of a work that has been peer reviewed and accepted for publication by Organic Letters, American Chemical Society. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1021/acs.orglett.5b01955]. 4p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic DRNTU::Science::Chemistry
spellingShingle DRNTU::Science::Chemistry
Xu, Wengang
Paira, Rupankar
Yoshikai, Naohiko
Ortho-C–H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt–Pyphos Catalysis
description Ortho-C–H benzylation of aryl ketimines with benzyl phosphates is achieved with the aid of a catalytic system consisting of a cobalt(II) salt, a phosphine/pyridine bidentate ligand, and a Grignard reagent under room-temperature conditions, affording a variety of diarylmethanes bearing o-acetyl or -acyl groups in moderate to good yields. Owing to the versatility of the o-acetyl group, the reaction opens useful synthetic routes to polycyclic compounds such as unsymmetrical anthracene, anthracenone, and anthraquinone derivatives.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Xu, Wengang
Paira, Rupankar
Yoshikai, Naohiko
format Article
author Xu, Wengang
Paira, Rupankar
Yoshikai, Naohiko
author_sort Xu, Wengang
title Ortho-C–H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt–Pyphos Catalysis
title_short Ortho-C–H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt–Pyphos Catalysis
title_full Ortho-C–H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt–Pyphos Catalysis
title_fullStr Ortho-C–H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt–Pyphos Catalysis
title_full_unstemmed Ortho-C–H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt–Pyphos Catalysis
title_sort ortho-c–h benzylation of aryl imines with benzyl phosphates under cobalt–pyphos catalysis
publishDate 2015
url https://hdl.handle.net/10356/103771
http://hdl.handle.net/10220/38789
_version_ 1759856876062769152

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