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Synthesis and reactivity of 2-thionoester pyrroles: a route to 2-formyl pyrroles

dc.contributor.authorKim, Min Joon
dc.contributor.authorGaube, Sophie M.
dc.contributor.authorBeh, Michael H. R.
dc.contributor.authorSmith, Craig D.
dc.contributor.authorThompson, Alison
dc.date.accessioned2019-09-30T11:46:14Z
dc.date.available2019-09-30T11:46:14Z
dc.date.issued2019
dc.description.abstract2-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.citationKim, Min Joon; Gaube, Sophie M.; Beh, Michael H. R.; Smith, Craig D.; Thompson, Alison. (2019). RSC Advances.
dc.identifier.urihttp://hdl.handle.net/10222/76399
dc.publisherRSC Advancesen_US
dc.titleSynthesis and reactivity of 2-thionoester pyrroles: a route to 2-formyl pyrrolesen_US
dc.typeArticleen_US

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