Organocatalytic, regioselective allylic- and 1,6-substitution of quinone monoketals with diaryl H-phosphine oxides

Publication date: Available online 7 February 2019Source: Journal of Organometallic ChemistryAuthor(s): Biquan Xiong, Gang Wang, Congshan Zhou, Yu Liu, Chang-An Yang, Panliang Zhang, Kewen Tang, Quan ZhouAbstractAn efficient selective synthesis of C- and O-phosphoryl-substituted phenols from easily available diaryl H-phosphine oxides with quinone monoketals (QMAs) has been developed. With the assistance of opponent characteristic additives (e.g., H2O and Et3N), diaryl H-phosphine oxides could selectively proceed the allylic- and 1,6-substitution to conjugate with the C-/O- positions of QMAs. The reported protocol is green and practical, and represents an efficient method to functionalize C-/O-phosphoryl-substituted phenols with moderate to good yields.Graphical abstract

Source: Journal of Organometallic Chemistry - February 8, 2019 Category: Chemistry Source Type: research