33950-70-8Relevant academic research and scientific papers
Pd(II)-Catalyzed Synthesis of Benzocyclobutenes by β-Methylene-Selective C(sp3)-H Arylation with a Transient Directing Group
Chen, Xiangyang,Hoskin, John F.,Houk, K. N.,Provencher, Philip A.,Sorensen, Erik J.,Wong, Jonathan J.,Yu, Jin-Quan
, p. 20035 - 20041 (2021/12/09)
Methylene-selective C-H functionalization is a significant hurdle that remains to be addressed in the field of Pd(II) catalysis. We report a Pd(II)-catalyzed synthesis of benzocyclobutenes by methylene-selective C(sp3)-H arylation of ketones. The reaction utilizes glycine as a transient directing group and a 2-pyridone ligand, which may govern the methylene selectivity by making intimate molecular associations with the substrate during concerted metalation-deprotonation. This reaction is shown to be highly selective for intramolecular methylene C(sp3)-H arylation, thus enabling sequential C(sp3)-H functionalization.
The role of acetylides in dual gold catalysis: A mechanistic investigation of the selectivity difference in the naphthalene synthesis from diynes
Graf, Katharina,Hindenberg, Philip D.,Tokimizu, Yusuke,Naoe, Saori,Rudolph, Matthias,Rominger, Frank,Ohno, Hiroaki,Hashmi, A. Stephen K.
, p. 199 - 204 (2014/01/23)
Under the conditions of dual activation catalysis with oxygen nucleophiles, β-substituted naphthalenes were obtained from 1,2-diethinyl arenes. Mechanistic studies, which include isotope labeling experiments, support that dual activation leads to β-substi
