Catalyst-controlled divergence in cycloisomerisation reactions of N-propargyl-N-vinyl sulfonamides: gold-catalysed synthesis of 2-sulfonylmethyl pyrroles and dihydropyridines
Gold-catalysed, divergent synthesis of 2-sulfonylmethyl pyrroles and dihydropyridines from N-propargyl-N-vinyl sulfonamides has been achieved. Echavarren's gold(I) catalyst promoted the formation of pyrrole derivatives whereas the combination of PPh3AuCl and AgSbF6 afforded dihydropyridines. Th...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2015-09, Vol.51 (72), p.13748-13751 |
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| container_end_page | 13751 |
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| container_issue | 72 |
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| container_title | Chemical communications (Cambridge, England) |
| container_volume | 51 |
| creator | Undeela, Sridhar Thadkapally, Srinivas Nanubolu, Jagadeesh Babu Singarapu, Kiran Kumar Menon, Rajeev S |
| description | Gold-catalysed, divergent synthesis of 2-sulfonylmethyl pyrroles and dihydropyridines from N-propargyl-N-vinyl sulfonamides has been achieved. Echavarren's gold(I) catalyst promoted the formation of pyrrole derivatives whereas the combination of PPh3AuCl and AgSbF6 afforded dihydropyridines. The aza-enyne precursors for the cycloisomerisation reaction were prepared by a base-mediated formal vinylic substitution reaction of 2-bromoallyl sulfones. |
| doi_str_mv | 10.1039/c5cc04871k |
| format | Article |
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| identifier | ISSN: 1359-7345 |
| ispartof | Chemical communications (Cambridge, England), 2015-09, Vol.51 (72), p.13748-13751 |
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| language | eng |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Catalysis Catalysts Cyclic compounds Cyclization Derivatives Dihydropyridines - chemical synthesis Formations Gold - chemistry Isomerism Isomerization Precursors Pyrroles Pyrroles - chemical synthesis Sulfonamides - chemistry Sulfones - chemical synthesis Synthesis |
| title | Catalyst-controlled divergence in cycloisomerisation reactions of N-propargyl-N-vinyl sulfonamides: gold-catalysed synthesis of 2-sulfonylmethyl pyrroles and dihydropyridines |
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