6526-72-3Relevant articles and documents
Telescoped Sequence of Exothermic and Endothermic Reactions in Multistep Flow Synthesis
Sharma, Yachita,Nikam, Arun V.,Kulkarni, Amol A.
, p. 170 - 176 (2019/02/01)
A multistep sequential flow synthesis of isopropyl phenol is demonstrated, involving 4-step exothermic, endothermic, and temperature sensitive reactions such as nitration, reduction, diazotization, and high temperature hydrolysis. Nitration of cumene with fuming nitric acid produces 2- A nd 4-nitrocumene which are converted into respective cumidines by the hydrogenation using Pd/Ni catalyst in H-cube with gravity separation. Hydrolysis of in situ generated diazonium salts in the boiling acidic conditions is carried out using integration of flow and microwave-assisted synthesis. 58% of 4-isopropyl phenol was obtained. The sequential flow synthesis can be applied to synthesize other organic compounds involving this specific sequence of reactions.
Efficient synthesis of sterically hindered arenes bearing acyclic secondary alkyl groups by suzuki-miyaura cross-couplings
Li, Chengxi,Chen, Tianyu,Li, Bowen,Xiao, Guolan,Tang, Wenjun
supporting information, p. 3792 - 3796 (2015/03/18)
Bulky P,P-O ligands were designed to inhibit isomerization and reduction side reactions during the cross coupling between sterically hindered aryl halides and alkylboronic acids. Suzuki-Miyaura cross-couplings between di-ortho-substituted aryl bromides and acyclic secondary alkylboronic acids have been achieved with high yields. The method has also enabled the preparation of ortho-alkoxy di-ortho-substituted arenes bearing isopropyl groups in excellent yields. The utility of the synthetic method has been demonstrated in a late-stage modification of estrone and in the application to a new synthetic route toward gossypol. No side reaction: The shown bulky P,P-O ligands (right) successfully inhibit isomerization and reduction side reactions of the cross-coupling of sterically hindered substrates such as di-ortho-substituted aryl bromides with acyclic secondary alkylboronic acids. The method also allows the preparation of ortho-alkoxy di-ortho-substituted isopropyl arenes in excellent yields.
Rare earth metal triflates catalyzed electrophilic nitration using N 2O5
Ma, Xiao Ming,Li, Bin Dong,Lu, Ming,Lv, Chun Xu
experimental part, p. 73 - 76 (2012/03/26)
A mild, efficient and eco-friendly process for the electrophilic nitration is described using N2O5 as a green nitrating agent in the presence of rare earth metal triflates [RE(OTf)3] under mild conditions.
