Recently I am researching about C BOND-CLEAVAGE; ELECTRON-RICH ARENES; AROMATIC HYDROGEN-EXCHANGE; LEAVING GROUP; H ALLYLATION; ACTIVATION; EFFICIENT; CATALYST; SUBSTITUTION; PROTONATION, Saw an article supported by the Scientific and Engineering Research Board (SERB) [SB/FT/CS-115/2014]; NIT Meghalaya. Published in WILEY-V C H VERLAG GMBH in WEINHEIM ,Authors: Paul, D; Chatterjee, PN. The CAS is 151-10-0. Through research, I have a further understanding and discovery of 1,3-Dimethoxybenzene. Formula: C8H10O2
An investigation of the unexpected lability of the Csp(3)-Csp(2)bond connecting 2,4,6-trimethoxyphenyl group and an allylic moiety is carried out. We observed that the catalytic presence of either Lewis or Bronsted acid can render such 2,4,6-trimethoxyphenyl group labile. Several nucleophiles were found to substitute the labile C-C bond in mild reaction conditions resulting in very good yields of the allylated products. Even in the absence of a nucleophile, intramolecular cyclization of the parent substrate under acidic activation caused the labile C-C bond to cleave. A major motivation of this study is to understand the lability of electron-rich aryl group in acidic medium, employing 2,4,6-trimethoxyphenyl moiety as a case study. A plausible mechanism is proposed after carrying out several control reactions as well as UV/Vis and(1)H NMR spectroscopic studies. This work provides an insight into the activation of electron-rich arenes as a labile entity in acidic medium while also adding a conceptually novel C-C bond breaking approach to the vast literature of allylation of arenes.
Formula: C8H10O2. About 1,3-Dimethoxybenzene, If you have any questions, you can contact Paul, D; Chatterjee, PN or concate me.
Reference:
Isothiazole – Wikipedia,
,Isothiazole – ScienceDirect.com