Paul, Dipankar published the artcileExploring the Labile Nature of 2,4,6-Trimethoxyphenyl Moiety in Allylic Systems under Acidic Conditions, Formula: C8H10O2, the main research area is arene allylation carbon carbon bond cleavage methoxyphenyl group.
An investigation of the unexpected lability of the Csp3-Csp2 bond connecting 2,4,6-trimethoxyphenyl group and an allylic moiety is carried out. We observed that the catalytic presence of either Lewis or Broensted 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 [e.g., I + 5-nitroindole → II (91%) in presence of PTSA in MeNO2]. Even in the absence of a nucleophile, intramol. 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 1H 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.
European Journal of Organic Chemistry published new progress about Allylation (and regioselective allylation in case of unsym. substrates). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem