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Hong, Sung You
Synthetic Organic Chemistry Laboratory
Research Interests
  • Synthetic organic chemistry, transition metals, oxidation state

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Synthesis of α,β-unsaturated ketones through nickel-catalysed aldehyde-free hydroacylation of alkynes

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dc.contributor.author Rhlee, Joon Ho ko
dc.contributor.author Saikat, Maiti ko
dc.contributor.author Lee, Jeong Woo ko
dc.contributor.author Lee, Ho Seung ko
dc.contributor.author Bakhtiyorzoda, Ismoili Ahror ko
dc.contributor.author Lee, Soochan ko
dc.contributor.author Park, Jaehyun ko
dc.contributor.author Kang, Seok Ju ko
dc.contributor.author Kim, Yung Sam ko
dc.contributor.author Seo, Jeong Kon ko
dc.contributor.author Myung, Kyungjae ko
dc.contributor.author Choe, Wonyoung ko
dc.contributor.author Hong, Sung You ko
dc.date.available 2022-02-10T23:15:58Z -
dc.date.created 2022-02-04 ko
dc.date.issued 2022-02 ko
dc.identifier.citation COMMUNICATIONS CHEMISTRY, v.5, no.1, pp.13 ko
dc.identifier.issn 2399-3669 ko
dc.identifier.uri https://scholarworks.unist.ac.kr/handle/201301/57156 -
dc.description.abstract α,β-Unsaturated ketones are common feedstocks for the synthesis of fine chemicals, pharmaceuticals, and natural products. Transition metal-catalysed hydroacylation reactions of alkynes using aldehydes have been recognised as an atom-economical route to access α,β-unsaturated ketones through chemoselective aldehydic C–H activation. However, the previously reported hydroacylation reactions using rhodium, cobalt, or ruthenium catalysts require chelating moiety-bearing aldehydes to prevent decarbonylation of acyl-metal-hydride complexes. Herein, we report a nickel-catalysed anti-Markovnikov selective coupling process to afford non-tethered E-enones from terminal alkynes and S-2-pyridyl thioesters in the presence of zinc metal as a reducing agent. Utilization of a readily available thioester as an acylating agent and water as a proton donor enables the mechanistically distinctive and aldehyde-free hydroacylation of terminal alkynes. This non-chelation-controlled approach features mild reaction conditions, high step economy, and excellent regio- and stereoselectivity. ko
dc.language 영어 ko
dc.publisher NATURE PUBLISHING GROUP ko
dc.title Synthesis of α,β-unsaturated ketones through nickel-catalysed aldehyde-free hydroacylation of alkynes ko
dc.type ARTICLE ko
dc.identifier.scopusid 2-s2.0-85124389939 ko
dc.identifier.wosid 000750819500001 ko
dc.type.rims ART ko
dc.identifier.doi 10.1038/s42004-022-00633-3 ko
dc.identifier.url https://www.nature.com/articles/s42004-022-00633-3 ko
Appears in Collections:
CHM_Journal Papers
ECHE_Journal Papers
BME_Journal Papers

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