58046-15-4Relevant academic research and scientific papers
Preparation of O-Protected Cyanohydrins by Aerobic Oxidation of α-Substituted Malononitriles in the Presence of Diarylphosphine Oxides
Zhang, Dapeng,Lian, Mingming,Liu, Jia,Tang, Shukun,Liu, Guangzhi,Ma, Cunfei,Meng, Qingwei,Peng, Haisheng,Zhu, Daling
supporting information, p. 2597 - 2601 (2019/04/17)
A mild, reagent-cyanide-free, and efficient synthesis of O-phosphinoyl-protected cyanohydrins from readily available α-substituted malononitriles was realized using diarylphosphine oxides in the presence of O2. Mechanistic studies indicated that in addition to the initial aerobic oxidation of the malononitrile derivative notable features of this process include the formation of a tetrahedral intermediate and a subsequent intramolecular rearrangement. The phosphinoyl-protecting group can be removed by alcoholysis or by reduction with DIBAL-H.
Synthesis of biaryls by intramolecular radical transfer in phosphinates
Clive,Kang
, p. 6083 - 6091 (2007/10/03)
Phosphinates 20a-35a give biaryls 20b-35b on heating with stannanes in the presence of AIBN. The process involves a radical ipso substitution on the migrating aryl ring.
PHOSPHORORGANISCHE VERBINDUNGEN 98. CYANOPHOSPHINOYLIERUNG VON CARBONYLGRUPPEN-EIN ANALOGON ZU CYANOSILYLIERUNG
Horner, L.,Gehring, R.
, p. 75 - 88 (2007/10/02)
The carbonyl groups of saturated and unsaturated aliphatic and aromatic aldehydes and ketones add diphenylphisphinic acid nitrile according to (1) and (2) forming O-(phosphinoyl)cyanohydrins.O-(diphenylphosphinoyl)acrolein cyanihydrin isomerizes according
