133366-98-0Relevant academic research and scientific papers
tert-Butyl Hydroperoxide-Initiated Radical Cyclization of 1-(Allyloxy)-2-(1-Arylvinyl)Benzenes with Sulfinic Acids to Access Sulfonated Benzoxepines
Kuang, Kaimo,Wu, Meixia,Wu, Sixin,Xia, Ziqin,Xu, Qiankun,Zhang, Man,Zhou, Nengneng
supporting information, p. 3491 - 3495 (2021/06/28)
A tert-butyl hydroperoxide-initiated radical cyclization of 1-(allyloxy)-2-(1-arylvinyl)benzenes with sulfinic acids for the construction of sulfonated benzoxepines is developed. This reaction involves a radical pathway and offers a straightforward route to the formation of seven-membered ring via sulfonylation/cyclization process. This methodology features mild reaction conditions, a broad substrate scope and good functional group tolerance. (Figure presented.).
Gas-phase Reactions of 2-Benzyl- and 2-Benzoyl-phenoxyl Radicals, and of 2-Phenoxybenzyl Radicals: Examples of New Hydrogen-transfer Processes
Cadogan, J. I. G.,Hutchison, H. Susan,McNab, Hamish
, p. 385 - 393 (2007/10/02)
Generation of the 2-benzylphenoxyl radical 23 or the 2-phenoxybenzyl radical 24 by flash vacuum pyrolysis of the ethers 8 or 9, or the oxalate 19, respectively, leads to fluoren-1-ol 22 together with 2-benzylphenol 7 and a low yield of xanthene 21.Pyrolysis of the para-substituted derivatives 11 and 20 gives an analogous distribution of products, including two isomeric methylxanthenes 28 and 29 formed via the spirodienyl 27.The reactions of the corresponding 2-benzoylphenoxyl radicals give information on the mechanism of these processes.Thus the formation of the fluorenones 37 and 43 provides evidence for the hydrogen-abstraction mechanism (Scheme 4) of fluorene formation.Secondly, a detailed study of the ratios of xanthones 41 and 42 under a variety of pyrolysis conditions suggests that such 6-membered-ring products are formed by sigmatropic shifts in the spirodienyl, rather than direct cyclisation of the phenoxyl or benzoyl radicals.
