2946-61-4Relevant articles and documents
SYN TO ANTI ISOMERIZATION AND DEGRADATION OF PHOSPHINES OF THE 7-PHOSPHANORBORNENE SYSTEM BY ACTION OF METHANOL
Mesch, Keith A.,Quin, Louis D.
, p. 4791 - 4794 (1980)
Syn-Substituted phosphines of the 7-phosphanorbornene system form unstable phosphorane adducts with methanol that either fragment by retro-McCormick cycloaddition or undergo polytopal rearrangement and loss of methanol to give the first example of anti phosphines.
Silver-Catalyzed Regioselective Phosphorylation of para-Quinone Methides with P(III)-Nucleophiles
Liu, Yu,Tang, Ke-Wen,Wong, Wai-Yeung,Xie, Jun,Xiong, Biquan,Xu, Shipan,Xu, Weifeng
, p. 14983 - 15003 (2021/11/12)
A simple and efficient method for the silver-catalyzed regioselective phosphorylation of para-quinone methides (p-QMs) with P(III)-nucleophiles (P(OR)3, ArP(OR)2, Ar2P-OR) has been established via Michaelis-Arbuzov-type reaction. A broad range of P(III)-nucleophiles and para-quinone methides are well tolerated under the mild conditions, giving the expected diarylmethyl-substituted organophosphorus compounds with good to excellent yields. Moreover, a series of corresponding enantiomers can be obtained by employing dialkyl arylphosphonite (ArP(OR)2) as substrates. The control experiments and 31P NMR tracking experiments were also performed to gain insights for the plausible reaction mechanism. This protocol may have significant implications for the formation of C(sp3)-P bonds in Michaelis-Arbuzov-type reactions.
Efficient Synthesis of Phosphonamidates through One-Pot Sequential Reactions of Phosphonites with Iodine and Amines
Chen, Xunwei,Luo, Wenjun,Wang, Yanlin,Li, Zikang,Ma, Xiaorui,Peng, Ai-Yun
, p. 14474 - 14480 (2020/10/06)
A one-pot sequential strategy to construct phosphonamidates has been developed by generating phosphonites in situ from arylmagnesium bromides and triethyl phosphite followed by treatment with iodine and amines. A variety of phosphonamidates were obtained with good to excellent yields at room temperature from easily available materials.