Cu(I)-Catalyzed Asymmetric Arylation of Pyrroles with Diaryliodonium Salts toward the Synthesis of N-N Atropisomers.

Autor:	Xu Q; College of Chemistry and Chemical Engineering, Qingdao University, Qingdao 266071, P. R. China., Zhang H; College of Chemistry and Chemical Engineering, Qingdao University, Qingdao 266071, P. R. China., Ge FB; College of Chemistry and Chemical Engineering, Qingdao University, Qingdao 266071, P. R. China., Wang XM; College of Chemistry and Chemical Engineering, Qingdao University, Qingdao 266071, P. R. China., Zhang P; College of Chemistry and Chemical Engineering, Qingdao University, Qingdao 266071, P. R. China., Lu CJ; College of Chemistry and Chemical Engineering, Qingdao University, Qingdao 266071, P. R. China., Liu RR; College of Chemistry and Chemical Engineering, Qingdao University, Qingdao 266071, P. R. China.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2022 May 06; Vol. 24 (17), pp. 3138-3143. Date of Electronic Publication: 2022 Apr 22.
DOI:	10.1021/acs.orglett.2c00812
Abstrakt:	We report herein that copper(I) catalysis using a bis(phosphine) dioxide ligand can catalyze the desymmetric C-H arylation of prochiral bipyrroles. More than 50 nitrogen-nitrogen atropisomers were achieved in good to excellent yields with excellent enantioselectivities (≤97% yield, ≤98% ee). The reaction proceeds under mild conditions with good functional group compatibility on arenes and diaryliodonium salts. Moreover, this principle enables iterative arylation of the bipyrroles to enantioselectively arylate different positions during the catalysis of copper.
Databáze:	MEDLINE
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