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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 44, 2014 - Issue 13
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Original Articles

Brønsted Acid–Catalyzed Meyer–Schuster Rearrangement for the Synthesis of α,β-Unsaturated Carbonyl Compounds

Jungmin Park Department of Bio-health Technology, Kangwon National University, Chuncheon, Republic of Korea
,
Jihee Yun Department of Bio-health Technology, Kangwon National University, Chuncheon, Republic of Korea
,
Jaehyun Kim Department of Bio-health Technology, Kangwon National University, Chuncheon, Republic of Korea
,
Dong-Jin Jang Institute of Bioscience and Biotechnology, Kangwon National University, Chuncheon, Republic of Korea; Samyang Pharmaceutical Research and Development Center, Daejeon, Republic of Korea
,
Cheol Ho Park Department of Bio-health Technology, Kangwon National University, Chuncheon, Republic of Korea; Institute of Bioscience and Biotechnology, Kangwon National University, Chuncheon, Republic of Korea
&
Kooyeon Lee Department of Bio-health Technology, Kangwon National University, Chuncheon, Republic of Korea; Institute of Bioscience and Biotechnology, Kangwon National University, Chuncheon, Republic of KoreaCorrespondence[email protected]
Pages 1924-1929 | Received 23 Oct 2013, Published online: 29 May 2014

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Masahiro Sai & Takatoki Mizuno. (2023) Potassium base-catalyzed redox isomerization of propargylic alcohols to chalcones. Synthetic Communications 53:3, pages 198-204.
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Articles from other publishers (20)

Mona A. Shalaby, Sameh A. Rizk & Asmaa M. Fahim. (2023) Synthesis, reactions and application of chalcones: a systematic review. Organic & Biomolecular Chemistry 21:26, pages 5317-5346.
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Lalita Radtanajiravong, Jake Peters, Jake Hummell & Silvia Díez-González. (2022) Meyer–Schuster rearrangement of propargylic alcohols mediated by phosphorus-containing Brønsted acid catalysts. Organic & Biomolecular Chemistry 20:36, pages 7338-7342.
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Pakorn Bovonsombat, Punyanuch Sophanpanichkul & Satreerat Losuwanakul. (2022) Electrophilic halogenations of propargyl alcohols: paths to α-haloenones, β-haloenones and mixed β,β-dihaloenones. RSC Advances 12:35, pages 22678-22694.
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Xue-Zu Deng, Zi-Yan Chen, Yang Song, Fei Xue, Motoki Yamane & Yan-Ni Yue. (2021) Direct Access to α,β-Unsaturated Ketones via Rh/MgCl 2 -Mediated Acylation of Vinylsilanes . The Journal of Organic Chemistry 86:18, pages 12693-12704.
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Anindra Sharma & Apoorv Saraswat. (2021) Overview on cumulative synthetic approaches for chalcone based functionalized scaffolds. Journal of the Indian Chemical Society 98:2, pages 100028.
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Gopal Vengatesh, Manthiram Sundaravadivelu & Shanmugam Muthusubramanian. (2020) Ring opening of 2,6‐diaryl‐3,5‐diphenyl piperidine‐4‐one by acetic acid: Structural studies and Hirshfeld surface analysis of ( E )‐4‐aryl‐1,3‐diphenylbut‐3‐en‐2‐ones . Journal of Heterocyclic Chemistry 58:2, pages 502-514.
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Frédéric Justaud, Ali Hachem & René Grée. (2021) Recent Developments in the Meyer‐Schuster Rearrangement. European Journal of Organic Chemistry 2021:4, pages 514-542.
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Naganaboina Naveen, Golla Ramesh & Rengarajan Balamurugan. (2019) Silver‐Catalyzed Synthesis of Enones/α‐Iodoenones from Tertiary Propargyl Alcohols. ChemistrySelect 4:46, pages 13610-13614.
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Xiaotang Gan, Zuqi Fu, Lixin Liu, Yani Yan, Chao Chen, Yongbo Zhou & Jianyu Dong. (2019) Phosphorous acid promoted isomerization of propargyl alcohols to α,β-unsaturated carbonyl compounds. Tetrahedron Letters 60:32, pages 150906.
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Lalita RadtanajiravongSilvia Díez-González. (2019) Taming Brønsted Acid Reactivity: Nucleophilic Substitutions of Propargylic Alcohols with N-Nucleophiles Mediated by Phosphorus-Based Brønsted Acid Catalysts. ACS Omega 4:7, pages 12300-12307.
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Hwee Ting Ang, Jason P. G. Rygus & Dennis G. Hall. (2019) Two-component boronic acid catalysis for increased reactivity in challenging Friedel–Crafts alkylations with deactivated benzylic alcohols. Organic & Biomolecular Chemistry 17:24, pages 6007-6014.
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Won Jun Jang, Seung Min Song, Yeji Park & Jaesook Yun. (2019) Asymmetric Synthesis of γ-Hydroxy Pinacolboronates through Copper-Catalyzed Enantioselective Hydroboration of α,β-Unsaturated Aldehydes. The Journal of Organic Chemistry 84:7, pages 4429-4434.
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Javey Khiapeng Tan, Mitch Mathiew, Sanatan Nayak & Philip Wai Hong Chan. (2017) Brønsted Acid‐Mediated Cycloaromatization of 1 H ‐Indol‐2‐yl Propargyl Benzoates to 7 H ‐Benzo[ c ]carbazoles . Chemistry – An Asian Journal 12:13, pages 1475-1479.
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Prabhakararao Tharra & Beeraiah Baire. (2017) Unconventional Reactivity of ( Z )-Enoate Propargylic Alcohols in the Presence of Acids . Chemistry - A European Journal 23:9, pages 2014-2017.
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Daniel Kaiser, Luis F. Veiros & Nuno Maulide. (2017) Redox-Neutral Arylations of Vinyl Cation Intermediates. Advanced Synthesis & Catalysis 359:1, pages 64-77.
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Qi Zhang, Linjing Zhang, Chaojun Tang, Huan Luo, Xuediao Cai & Yonghai Chai. (2016) Cascade reaction of propargylic alcohols with hydroxylamine hydrochloride: facile synthesis of α,β-unsaturated oximes and nitriles. Tetrahedron 72:44, pages 6935-6942.
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Janine Jeschke, Marcus Korb, Tobias Rüffer, Christian Gäbler & Heinrich Lang. (2015) Atom Economic Ruthenium-Catalyzed Synthesis of Bulky β-Oxo Esters. Advanced Synthesis & Catalysis 357:18, pages 4069-4081.
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Bhavani Shankar Chinta & Beeraiah Baire. (2015) Stereoselective, Cascade Synthesis of trans -Enynones through Coupling-Isomerization Reaction . The Journal of Organic Chemistry 80:20, pages 10208-10217.
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Matthew J. Queensen, Jordan M. Rabus & Eike B. Bauer. (2015) Ferrocenium hexafluorophosphate as an inexpensive, mild catalyst for the etherification of propargylic alcohols. Journal of Molecular Catalysis A: Chemical 407, pages 221-229.
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Jungmin Park, Jihee Yun, Jaehyun Kim, Dong‐Jin Jang, Cheol Ho Park & Kooyeon Lee. (2014) ChemInform Abstract: Broensted Acid‐Catalyzed Meyer—Schuster Rearrangement for the Synthesis of α,β‐Unsaturated Carbonyl Compounds.. ChemInform 45:46.
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