|Title:||Annulative Synthesis of Thiazoles and Oxazoles from Alkenyl Sulfoxides and Nitriles via Additive Pummerer Reaction|
Nogi, Keisuke https://orcid.org/0000-0001-8478-1227 (unconfirmed)
Yorimitsu, Hideki https://orcid.org/0000-0002-0153-1888 (unconfirmed)
|Author's alias:||堀, 充希|
|Keywords:||additive Pummerer reaction|
|Journal title:||Asian Journal of Organic Chemistry|
|Abstract:||Pummerer‐based annulation of alkenyl sulfoxides, mainly ketene dithioacetal monoxides (KDMs), with nitriles has been developed. By means of trifluoromethanesulfonic anhydride (Tf₂O) as an activator, additive Pummerer reaction and subsequent C−S‐bond‐forming cyclization from the nitrilium intermediates furnished the corresponding thiazoles. Moreover, the nitrilium intermediates proved to be interrupted intermolecularly by H₂O to afford oxazoles instead of thiazoles.|
|Rights:||This is the peer reviewed version of the following article: M. Hori, K. Nogi, A. Nagaki, H. Yorimitsu, Asian J. Org. Chem. 2019, 8, 1084., which has been published in final form at https://doi.org/10.1002/ajoc.201900169. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.|
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|Appears in Collections:||Journal Articles|
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