Synthesis of (Z)-β-halo α,β-unsaturated carbonyl systems via the combination of halotrimethylsilane and tetrafluoroboric acid-Reference-Cited by-同舟云学术

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Synthesis of (Z)-β-halo α,β-unsaturated carbonyl systems via the combination of halotrimethylsilane and tetrafluoroboric acid

Published:2019 Issue:3 Volume:17 Page:519-526
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

da Silva Vitor A. F.¹²³⁴⁵^ORCID,da Silva Gustavo P.¹²³⁴⁵,Matsuo Bianca T.¹²³⁴⁵,Ali Akbar¹²³⁴⁵,Davis Rebecca L.²⁶⁷⁸^ORCID,Zukerman-Schpector Julio¹²³⁴⁵,Corrêa Arlene G.¹²³⁴⁵^ORCID,Paixão Márcio W.¹²³⁴⁵^ORCID

Affiliation:

1. Centre of Excellence for Research in Sustainable Chemistry (CERSusChem)

2. Department of Chemistry

3. Federal University of São Carlos – UFSCar

4. São Carlos

5. Brazil

6. University of Manitoba

7. Winnipeg

8. Canada

Abstract

A procedure for the stereoselective synthesis of β-halovinyl derivatives via a conjugate addition of HX to ynones has been developed.

Funder

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Instituto Nacional de Ciência e Tecnologia de Catálise em Sistemas Moleculares e Nanoestruturados

Fundação de Amparo à Pesquisa do Estado de São Paulo

Natural Sciences and Engineering Research Council of Canada

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/OB/C8OB02110D

Reference38 articles.

1. Novel chlorotrimethylsilane catalyzed stereoselective deconjugation of β-bromo (or iodo) substituted α,β-unsaturated acyclic ketone

2. Rhodium-Catalyzed Nondecarbonylative Addition Reaction of ClCOCOOC2H5 to Alkynes

3. Unsymmetrical alkenes by carbene coupling from diazirine decomposition in the presence of diazo compounds

4. Synthesis of 3-phenyl-5-(trifluoromethyl)isoxazole and 5-phenyl-3-(trifluoromethyl)isoxazole

Cited by 6 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Palladium-Catalyzed Difluorocarbene Transfer Enabled Divergent Synthesis of γ-Butenolides and Ynones from Iodobenzene and Terminal Alkynes;Journal of the American Chemical Society;2024-01-04

2. One-Pot Synthesis of (Z)-β-Halovinyl Ketones via the Cascade of Sonogashira Coupling and Hydrohalogenation;Frontiers in Chemistry;2021-04-22

3. Regioselectivity‐Switchable Intramolecular Hydroarylation of Ynone;Advanced Synthesis & Catalysis;2020-11-05

4. Chemoselective Bromination of Dienoates;European Journal of Organic Chemistry;2020-08-07

5. Metal-Free Transfer Hydrobromination of C–C Triple Bonds;Organic Letters;2019-05-31

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