Synthesis and reactivity of 2-thionoester pyrroles: a route to 2-formyl pyrroles
dc.contributor.author | Kim, Min Joon | |
dc.contributor.author | Gaube, Sophie M. | |
dc.contributor.author | Beh, Michael H. R. | |
dc.contributor.author | Smith, Craig D. | |
dc.contributor.author | Thompson, Alison | |
dc.date.accessioned | 2019-09-30T11:46:14Z | |
dc.date.available | 2019-09-30T11:46:14Z | |
dc.date.issued | 2019 | |
dc.description.abstract | 2-Functionalised pyrroles exhibit considerable synthetic utility. Herein, the synthesis and reactivity of 2-thionoester (-C(S)OR) pyrroles is reported. 2-Thionoester pyrroles were synthesized using a Knorr-type approach from aliphatic starting materials. 2-Thionoester pyrroles were reduced to the corresponding 2-formyl pyrroles, or the deuterated formyl variant, in one step using Raney nickel, thereby removing the need for the much-utilized hydrolysis/decarboxylation/formylation steps that are typically required to convert Knorr-type 2-carboxylate pyrroles into 2-formyl pyrroles. 2-Thionoester pyrroles proved tolerant of typical functional group interconversions for which the parent 2-carboxylate pyrroles have become known. | en_US |
dc.identifier.citation | Kim, Min Joon; Gaube, Sophie M.; Beh, Michael H. R.; Smith, Craig D.; Thompson, Alison. (2019). RSC Advances. | |
dc.identifier.uri | http://hdl.handle.net/10222/76399 | |
dc.publisher | RSC Advances | en_US |
dc.title | Synthesis and reactivity of 2-thionoester pyrroles: a route to 2-formyl pyrroles | en_US |
dc.type | Article | en_US |
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