title: Catalyst-Controlled Chemodivergent Modification of Indoles with 2-Furylcarbinols: Piancatelli Reaction vs Cross-Dehydrative Coupling Reaction.
abstract: A divergent synthetic strategy to functionalize the indole nucleus with readily available 2-furylcarbinols was developed. It was found that the 3-(4-oxo-2-cyclopentenyl)indoles were obtained in moderate to good yields (up to 89%) through Piancatelli reaction catalyzed by ZnCl2, whereas employment of Brønsted acid TFA afforded directly coupled product 3-(2-furyl)indoles in moderate to good yields (up to 87%) via the deprotonation-rearomatization route.
authors.affiliation: Department of Chemistry, Zhejiang Sci-Tech University , Hangzhou, Zhejiang 310018, P. R. China.
authors.forename: Jianfeng
authors.identifier: 0000-0003-2111-2944
authors.initials: J
authors.lastname: Xu
authors.affiliation: Department of Chemistry, Zhejiang Sci-Tech University , Hangzhou, Zhejiang 310018, P. R. China.
authors.forename: Yi
authors.initials: Y
authors.lastname: Luo
authors.affiliation: Department of Chemistry, Zhejiang Sci-Tech University , Hangzhou, Zhejiang 310018, P. R. China.
authors.forename: Huaping
authors.initials: H
authors.lastname: Xu
authors.affiliation: Department of Chemistry, Zhejiang Sci-Tech University , Hangzhou, Zhejiang 310018, P. R. China.
authors.forename: Zhengkai
authors.initials: Z
authors.lastname: Chen
authors.affiliation: Department of Chemistry, Zhejiang Sci-Tech University , Hangzhou, Zhejiang 310018, P. R. China.
authors.forename: Maozhong
authors.identifier: 0000-0001-6777-7189
authors.initials: M
authors.lastname: Miao
authors.affiliation: Department of Chemistry, Zhejiang Sci-Tech University , Hangzhou, Zhejiang 310018, P. R. China.
authors.forename: Hongjun
authors.initials: H
authors.lastname: Ren