Rh(iii)-catalysed C–H/C–H cross-coupling of S-aryl sulfoximines with thiophenes: facile access to [1]benzothieno[3, 2-b][1]benzothiophene (BTBT) and benzothiazines. Issue 57 (24th June 2022)

• Record Type: Journal Article
• Authors: Yang, Chengyong; Liu, Zheng; Cheng, Rui; Du, Jiping; Ran, Chunhao; Wu, Di; Lan, Jingbo
• Is Part Of: Chemical communications. Volume 58:Issue 57(2022)
• Page Start: 7952
• Page End: 7955
• Publication Date: 2022-06-24
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc02232j
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Rhodium-catalysed oxidative C–H/C–H cross-coupling of S -aryl sulfoximines with thiophenes has been accomplished for the first time via a chelation-assisted strategy, which provides an efficient approach to forge BTBT and benzothiazines. Abstract : Reported herein is rhodium-catalysed oxidative C–H/C–H cross-coupling of S -aryl sulfoximines with thiophenes via a chelation-assisted strategy, which provides an efficient approach for the construction of [1]benzothieno[3, 2- b ][1]benzothiophene (BTBT) and benzothiazine skeletons from easily available substrates. This protocol exhibits a good compatibility with halogen substituents, thus paving the way for further transformation to prepare various organic functional molecules. The resulting benzothiazine derivative shows a deep blue emission with Commission Internationale de 'Eclairage (CIE) coordinates of (0.15, 0.04), a high quantum yield, and a delayed fluorescence lifetime.