87446-16-0Relevant academic research and scientific papers
Rhodium-Catalyzed and Chiral Zinc Carboxylate-Assisted Allenylation of Benzamides via Kinetic Resolution
Mao, Ruxia,Zhao, Yanliang,Zhu, Xiaohan,Wang, Fen,Deng, Wei-Qiao,Li, Xingwei
supporting information, p. 7038 - 7043 (2021/09/18)
Enantioenriched allenes are important building blocks. While they have been accessed by other coupling methodologies, enantioenriched allenes have been rarely obtained via C-H activation. In this work, kinetic resolution of tertiary propargyl alcohols as an allenylating reagent has been realized via rhodium(III)-catalyzed C-H allenylation of benzamides. The reaction proceeded efficiently under mild conditions, and both the allenylated products and the propargyl alcohols were obtained in high enantioselectivities with an s-factor of up to 139. The resolution results from bias of the two propargylic substituents and is assisted by a chiral zinc carboxylate additive.
Acid catalysed rearrangement of isobenzofurans to angularly fused phthalides
Chinta, Bhavani Shankar,Gandhi, Soniya,Baire, Beeraiah
supporting information, p. 4715 - 4719 (2019/05/24)
An acid catalysed, cascade process for the construction of angularly fused polycyclic phthalides from isobenzofurans under transition metal free conditions has been reported. This process is very general for diverse gem-disubstituted isobenzofuran substrates. Control experiments supported the mechanism as the nucleophilic attack of the carboxylate onto the acid activated furan ring for the simultaneous ring closing-ring opening cascade followed by dehydration. This method serves as a greener alternative for the synthesis of angularly fused polycyclic phthalides.
