Direct dilithiation of N-aryl heterocycles for the construction of condensed N-heterocycles. Issue 10 (7th April 2022)

• Record Type: Journal Article
• Authors: Zhang, Hong; Di, Shu-Sheng; Huang, Xiao-Bo; Zhou, Yun-Bing; Liu, Miao-Chang; Wu, Hua-Yue
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 10(2022)
• Page Start: 2659
• Page End: 2663
• Publication Date: 2022-04-07
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01896e
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A 1, 4-dilithio intermediate generated from N-aryl heterocycles reacts well with acyl chlorides to afford condensed N-heterocycles in good yields. Abstract : A 1, 4-dilithio intermediate can be prepared from N-heterocycles by n -BuLi-promoted direct C–H dilithiation. The subsequent trapping of the 1, 4-dilithio intermediate with acyl chlorides affords condensed N-heterocycles in high yields in a one-pot fashion. This protocol features a broad substrate scope, good efficiency, and high atom economy. The control experiments support the presence of a 1, 4-dilithio intermediate.