1637401-64-9Relevant academic research and scientific papers
Metal-free synthesis of chlorinated and brominated phosphinoyl 1,3-butadiene derivatives and its synthetic applications
Liu, Teng,Xia, Yun-Tao,Zhu, Jie,Lu, Ai-Min,Wu, Lei
supporting information, p. 6508 - 6512 (2015/11/11)
We report here an efficient and transition-metal free strategy for the synthesis of chlorinated and brominated phosphinoyl 1,3-butadienes and derivatives. Pre-prepared HCl/HBr solutions enabled the in situ rearrangement of phosphinoyl-α-allenic alcohols to conjugated vinyl cations, which afforded various novel polysubstituted phosphinoyl 1,3-butadienes in medium to excellent yields. The resulting products could be converted into multi-functionalized allylphosphine oxides; moreover, their couplings with electron-deficient arylboronic acid provided an efficient approach to synthesize electron-deficient phosphinoyl 1,3-butadienes.
Bifunctionalized allenes. Part XIII. A convenient and efficient method for regioselective synthesis of phosphorylated α-hydroxyallenes with protected and unprotected hydroxy group
Ismailov, Ismail E.,Ivanov, Ivaylo K.,Christov, Valerij C.
, p. 6309 - 6329 (2014/06/10)
The paper describes a convenient and efficient method for regioselective synthesis of phosphorylated α-hydroxyallenes using an atom economical [2,3]-sigmatropic rearrangement of intermediate propargyl phosphites or phosphinites. These can be readily prepared via reaction of protected alkynols with dimethyl chlorophosphite or chlorodiphenyl phosphine respectively in the presence of a base.
