Potassium methoxide/disilane-mediated formylation of aryl iodides with DMF at room temperature. Issue 24 (6th November 2020)

• Record Type: Journal Article
• Authors: Wang, Haiyang; Tong, Xiaogang; Huo, Yanman; Tang, Jiaying; Xia, Chengfeng
• Is Part Of: Organic chemistry frontiers. Volume 7:Issue 24(2020)
• Page Start: 4074
• Page End: 4079
• Publication Date: 2020-11-06
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d0qo00974a
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A formylation of aryl iodides at room temperature using a weaker base KOMe instead of BuLi was developed. Abstract : A formylation of aryl iodides at room temperature using a weaker base KOMe instead of BuLi was developed. The TMS-TMS disilane was discovered to play crucial roles in this formylation. It was found that the MeO − group of KOMe coordinated with two silyl groups of disilane to generate a hypercoordinate silane species. This hypercoordinate silane species reacted with aryl iodide to give an aryl carbanion, which underwent formylation with DMF to give an aryl aldehyde.