52829-66-0Relevant articles and documents
Fluorocyclization of Allyl Alcohols and Amines to Access 3-Functionalized Oxetanes and Azetidines
Cao, Shanshan,Li, Linxuan,Liu, Zhaohong,Ning, Yongquan,Wu, Yong,Zanoni, Giuseppe,Zhang, Qi,Zhang, Xinyu
supporting information, p. 3674 - 3679 (2021/05/31)
An efficient method to prepare 3-functionalized oxetanes and azetidines has been realized by fluorocyclization of readily available 2-azidoallyl/2-alkoxyallyl alcohols and amines. Notably, this is the first example applying the fluorocyclization strategy to construct four-membered heterocycles. The pendant electron-donating group (-N3 or -OR) plays a crucial role in polarizing the C= C double bond and facilitating the cyclization process, as verified by DFT and experimental studies.
The mckenna reaction – avoiding side reactions in phosphonate deprotection
Justyna, Katarzyna,Ma?olepsza, Joanna,Kusy, Damian,Maniukiewicz, Waldemar,B?a?ewska, Katarzyna M.
supporting information, p. 1436 - 1446 (2020/07/08)
The McKenna reaction is a well-known and popular method for the efficient and mild synthesis of organophosphorus acids. Bromotrimethylsilane (BTMS) is the main reagent in this reaction, which transforms dialkyl phosphonate esters into bis(trimethylsilyl)esters, which are then easily converted into the target acids. However, the versatile character of the McKenna reaction is not always used to its full extent, due to formation of side products. Herein, demonstrated by using model examples we have not only analyzed the typical side processes accompanying the McKenna reaction, but also uncovered new ones. Further, we discovered that some commonly recommended precautions did not always circumvent the side reactions. The proposed results and recommendations may facilitate the synthesis of phosphonic acids.
InCl3-catalyzed 5- exo-dig cyclization/1,6-conjugate addition of N -propargylamides with p -QMs to construct oxazole derivatives
Li, Ming,Li, Xue,Nan, Guang-Ming,Wen, Li-Rong,Yan, Ting-Xun,Yao, Tian-Yu
supporting information, p. 1780 - 1784 (2020/03/17)
An InCl3-catalyzed atom-economic intramolecular 5-exo-dig cyclization/1,6-conjugate addition/aromatization of N-propargylamides with p-QMs to produce oxazoles tethering diarylmethane has been successfully developed. InCl3 not only se