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Synthesis 2023; 55(19): 3159-3171
DOI: 10.1055/a-2107-5307
DOI: 10.1055/a-2107-5307
paper
Suzuki–Miyaura Coupling of Aryl Nosylates with Diethanolamine Boronates
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Abstract
Diethanolamine boronates (DABO boronates) have gained popularity as substrates for Suzuki–Miyaura couplings due to their ease of handling as crystalline, bench-stable solids. Similarly, 4-nitrobenzenesulfonate esters (nosylates), derived from the parent phenols, also possess the advantage of being highly crystalline and stable. Herein, we describe the development of suitable reaction conditions for the Suzuki–Miyaura cross-coupling of DABO boronates with aryl and heteroaryl nosylates.
Key words
cross-coupling - homogeneous catalysis - transition metals - palladium - process chemistrySupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2107-5307.
- Supporting Information
Publication History
Received: 06 March 2023
Accepted after revision: 07 June 2023
Accepted Manuscript online:
07 June 2023
Article published online:
04 July 2023
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The triflate analogues of nosylates 1a–k have been reported in the literature, with the exception of 1i and 1l: