A metal-free Petasis reaction towards the synthesis of N-(α-substituted)alkyl sulfoximines/sulfonimidamides
Herein, we disclose a metal-free novel approach for the synthesis of N-(α-substituted)alkyl sulfoximines/sulfonimidamides via one-pot multicomponent Petasis reactions of aryl boronic acids, ortho-hydroxyarylaldehydes and sulfoximines/sulfonimidamides in moderate to very good yields. The presence of...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2021-08, Vol.19 (32), p.7061-7065 |
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| container_issue | 32 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Natarajan, K Irfana Jesin, C P Antony Haritha Mercy, A Nandi, Ganesh Chandra |
| description | Herein, we disclose a metal-free novel approach for the synthesis of N-(α-substituted)alkyl sulfoximines/sulfonimidamides via one-pot multicomponent Petasis reactions of aryl boronic acids, ortho-hydroxyarylaldehydes and sulfoximines/sulfonimidamides in moderate to very good yields. The presence of two chiral centres provides a mixture of diastereomers almost in a 1 : 1 ratio, which are separated successfully in most of the cases. The -OH functionality of Petasis products is further utilized to derive heterocycles via O-allylation, followed by intramolecular Heck cyclization, proving the synthetic utility of the products. |
| doi_str_mv | 10.1039/d1ob01181b |
| format | Article |
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The presence of two chiral centres provides a mixture of diastereomers almost in a 1 : 1 ratio, which are separated successfully in most of the cases. 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| ispartof | Organic & biomolecular chemistry, 2021-08, Vol.19 (32), p.7061-7065 |
| issn | 1477-0520 1477-0539 |
| language | eng |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Allyl compounds Chemical reactions Chemical synthesis Diastereoisomers Substitutes |
| title | A metal-free Petasis reaction towards the synthesis of N-(α-substituted)alkyl sulfoximines/sulfonimidamides |
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