Issue 57, 2022

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

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.

Graphical abstract: 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

Supplementary files

Article information

Article type
Communication
Submitted
19 Apr 2022
Accepted
16 Jun 2022
First published
17 Jun 2022

Chem. Commun., 2022,58, 7952-7955

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

C. Yang, Z. Liu, R. Cheng, J. Du, C. Ran, D. Wu and J. Lan, Chem. Commun., 2022, 58, 7952 DOI: 10.1039/D2CC02232J

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