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Electrophilic Vinyl...
Electrophilic Vinylation of Thiols under Mild and Transition Metal-Free Conditions
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- Castoldi, Laura (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Di Tommaso, Ester Maria (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Reitti, Marcus (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Grafen, Barbara (författare)
- Stockholms universitet,Institutionen för organisk kemi
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- Olofsson, Berit (författare)
- Stockholms universitet,Institutionen för organisk kemi
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(creator_code:org_t)
- 2020-06-15
- 2020
- Engelska.
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Ingår i: Angewandte Chemie International Edition. - : Wiley. - 1433-7851 .- 1521-3773. ; 59:36, s. 15512-15516
- Relaterad länk:
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https://doi.org/10.1...
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https://onlinelibrar...
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Ämnesord
Stäng
- The iodine(III) reagents vinylbenziodoxolones (VBX) were employed to vinylate a series of aliphatic and aromatic thiols, providing E-alkenyl sulfides with complete chemo- and regioselectivity, as well as excellent stereoselectivity. The methodology displays high functional group tolerance and proceeds under mild and transition metal-free conditions without the need for excess substrate or reagents. Mercaptothiazoles could be vinylated under modified conditions, resulting in opposite stereoselectivity compared to previous reactions with vinyliodonium salts. Novel VBX reagents with substituted benziodoxolone cores were prepared, and improved reactivity was discovered with a dimethyl-substituted core.
Ämnesord
- NATURVETENSKAP -- Kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences (hsv//eng)
Nyckelord
- alkenyl sulfides
- benziodoxolones
- hypervalent compounds
- synthetic methods
- vinylbenziodoxolones
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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