Brønsted acid-catalyzed 1,6-hydrophosphination of propargylic para-quinone methides and aza-para-quinone methides for the rapid construction of phosphorus-substituted quaternary carbon centers  被引量:1

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作  者:Ting Xiong Hao Yuan Fuxing Yang Jun Jiang 

机构地区:[1]College of Chemistry and Chemical Engineering,Guangxi University,Nanning 530004,China [2]Guangxi Key Laboratory of Electrochemical Energy Materials,Nanning 530004,China

出  处:《Green Synthesis and Catalysis》2022年第1期46-52,共7页绿色合成与催化(英文)

基  金:We are grateful for financial support from the National Natural Science Foundation of China(No.21762005);Natural Science Foundation of Guangxi Province(No.2021GXNSFDA075005).

摘  要:An intriguing Brønsted acid-catalyzed 1,6-hydrophosphination of in situ generated propargylic para-quinone methides(p-QMs)and aza-para-quinone methides(aza-p-QMs)with H-phosphorus oxides via dehydration/1,6-addition under ultrasonic irradiation is described.This methodology provides a rapid and green approach for the construction of diarylmethyl phosphorus oxides bearing phosphorus-substituted quaternary carbon centers in high yields(up to 98%yield)within merely 5min.This environmentally benign protocol represents a unique example of 1,6-conjugate additions of propargylic p-QMs and aza-p-QMs for site-selective C-P bond formation in an operationally simple and atom-economical manner.The use of readily available Brønsted acid catalyst,operationally simplicity,high yields,and high atom economy make this protocol very facile,practical,easily scaled-up and environmentally friendly.

关 键 词:HYDROPHOSPHINATION Propargylic p-QMs and aza-p-QMs Phosphorus-substituted quaternary carbon centers 1 6-Conjugate additions Ultrasonic irradiation 

分 类 号:O62[理学—有机化学]

 

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