000227526 001__ 227526
000227526 005__ 20180913064310.0
000227526 0247_ $$2doi$$a10.1038/nprot.2016.175
000227526 022__ $$a1754-2189
000227526 02470 $$2ISI$$a000394187000014
000227526 037__ $$aARTICLE
000227526 245__ $$aN-formylation and N-methylation of amines using metal-free N-heterocyclic carbene catalysts and CO2 as carbon source
000227526 260__ $$aLondon$$bNature Publishing Group$$c2017
000227526 269__ $$a2017
000227526 300__ $$a12
000227526 336__ $$aJournal Articles
000227526 520__ $$aN-formylation and N-methylation of amines are important reactions that are used to produce a wide range of key intermediates and compounds. This protocol describes the environmentally benign N-formylation and N-methylation of primary and secondary amines using carbon dioxide (CO2) as the carbon source, hydrosilanes as reductants and N-heterocyclic carbenes (NHCs) as catalysts. Using CO2 as a reagent has the advantage of low cost and negligible toxicity. However, the catalyst is air-sensitive and must be generated fresh before use; consequently, the techniques used to prepare and manipulate the catalyst are described. The synthetic approach described in this protocol does not use any toxic reagents; using the appropriate catalyst, N-formylated or N-methylated products can be obtained with high selectivity. The overall time for catalyst preparation and for conducting several catalytic reactions in parallel is 15-48 h, depending on the nature of the substrates.
000227526 700__ $$0248167$$aBobbink, Felix D.$$g194257
000227526 700__ $$0247009$$aDas, Shoubhik$$g229963
000227526 700__ $$0240015$$aDyson, Paul J.$$g149418
000227526 773__ $$j12$$k2$$q417-428$$tNature Protocols
000227526 909C0 $$0252010$$pLCOM$$xU9
000227526 909CO $$ooai:infoscience.tind.io:227526$$pSB$$particle
000227526 917Z8 $$x135992
000227526 937__ $$aEPFL-ARTICLE-227526
000227526 973__ $$aEPFL$$rREVIEWED$$sPUBLISHED
000227526 980__ $$aARTICLE