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Here, we describe the use of glycerol in the PBM reaction of salicylaldehydes or 2\u2010pyridinecarbaldehyde with several boronic acids and secondary amines. From these readily available starting materials, alkylaminophenols, 2\u2010substituted pyridines, and 2<jats:italic>H<\/jats:italic>\u2010chromenes were prepared in reasonable to good yields. Glycerol was compared with other solvents, and in some cases, it provided the reaction product in higher yield. Crude glycerol, as generated by the biodiesel industry, was evaluated and found to be a suitable solvent for the PBM reaction, successfully expanding the potential use of this industry by\u2010product. Based on density functional theory (DFT) calculations and the obtained experimental results, the involvement of glycerol\u2010derived boronic esters in the reaction mechanism is suggested to be competitive with the free boronic acid pathway. Similar Gibbs free energies for the aryl migration from the boronate species to the iminium were determined for both mechanisms.<\/jats:p>","DOI":"10.1002\/open.201402066","type":"journal-article","created":{"date-parts":[[2014,10,18]],"date-time":"2014-10-18T09:02:04Z","timestamp":1413622924000},"page":"39-46","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":36,"title":["Glycerol as an Efficient Medium for the Petasis Borono\u2013Mannich Reaction"],"prefix":"10.1002","volume":"4","author":[{"given":"Tomi","family":"Rosholm","sequence":"first","affiliation":[]},{"given":"Pedro M. 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