Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides

Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides

A general protocol for iridium catalyzed direct C−H amidation of cyclic N‐sulfonyl ketimines using sulfonyl, acyl and aryl azides as nitrogen source is reported herein. The reaction takes place at room temperature with acyl and aryl azides, while an elevated temperature needed with sulfonyl azides t...

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Main Authors: Maraswami, Manikantha, Chen, Gang, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2019
Subjects:
Amidation
Sultams
DRNTU::Science::Chemistry
Online Access:https://hdl.handle.net/10356/105612
http://hdl.handle.net/10220/48716
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1056122023-02-28T19:44:52Z Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides Maraswami, Manikantha Chen, Gang Loh, Teck-Peng School of Physical and Mathematical Sciences Amidation Sultams DRNTU::Science::Chemistry A general protocol for iridium catalyzed direct C−H amidation of cyclic N‐sulfonyl ketimines using sulfonyl, acyl and aryl azides as nitrogen source is reported herein. The reaction takes place at room temperature with acyl and aryl azides, while an elevated temperature needed with sulfonyl azides to furnish aminated sultams in excellent yields with complete chemo and regioselectivity, thus providing a robust and environmentally benign process to the synthesis of aminosultams. NRF (Natl Research Foundation, S’pore) MOE (Min. of Education, S’pore) Accepted version 2019-06-13T04:30:10Z 2019-12-06T21:54:30Z 2019-06-13T04:30:10Z 2019-12-06T21:54:30Z 2017 Journal Article Maraswami, M., Chen, G., & Loh, T.-P. (2018). Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides. Advanced Synthesis and Catalysis, 360(3), 416-421. doi:10.1002/adsc.201700785 1615-4150 https://hdl.handle.net/10356/105612 http://hdl.handle.net/10220/48716 10.1002/adsc.201700785 en Advanced Synthesis and Catalysis © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the peer reviewed version of the following article: Maraswami, M., Chen, G., & Loh, T.-P. (2018). Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides. Advanced Synthesis and Catalysis, 360(3), 416-421, which has been published in final form at http://dx.doi.org/10.1002/adsc.201700785. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. 8 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Amidation
Sultams
DRNTU::Science::Chemistry
spellingShingle Amidation
Sultams
DRNTU::Science::Chemistry
Maraswami, Manikantha
Chen, Gang
Loh, Teck-Peng
Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides
description A general protocol for iridium catalyzed direct C−H amidation of cyclic N‐sulfonyl ketimines using sulfonyl, acyl and aryl azides as nitrogen source is reported herein. The reaction takes place at room temperature with acyl and aryl azides, while an elevated temperature needed with sulfonyl azides to furnish aminated sultams in excellent yields with complete chemo and regioselectivity, thus providing a robust and environmentally benign process to the synthesis of aminosultams.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Maraswami, Manikantha
Chen, Gang
Loh, Teck-Peng
format Article
author Maraswami, Manikantha
Chen, Gang
Loh, Teck-Peng
author_sort Maraswami, Manikantha
title Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides
title_short Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides
title_full Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides
title_fullStr Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides
title_full_unstemmed Iridium(III)-catalyzed selective and mild C-H amidation of cyclic N-sulfonyl ketimines with organic azides
title_sort iridium(iii)-catalyzed selective and mild c-h amidation of cyclic n-sulfonyl ketimines with organic azides
publishDate 2019
url https://hdl.handle.net/10356/105612
http://hdl.handle.net/10220/48716
_version_ 1759857426462408704

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