On the mechanism of the aza-Morita–Baylis–Hillman reaction: ESI-MS interception of a unique new intermediate

Thais Regiani, Vanessa G. Santos, Marla N. Godoi, Boniek G. Vaz, Marcos N. Eberlin, Fernando Coelho
2011 Chemical Communications  
Solutions of aza-Morita-Baylis-Hillman (aza-MBH) reactions were directly monitored by ESI(+)-MS(/MS) spectrometry to obtain information on their mechanism. A unique bis-sulfonamide intermediate was intercepted and characterized and, based on this novel species, a mechanism that rationalizes the uniqueness of aza-MBH reactions is proposed.
doi:10.1039/c1cc10678c pmid:21541415 fatcat:lav45es5gfazlj7dkl4isk6ane