680183-39-5

Upstream product

• 93296-09-4 4-methoxyphenylzinc chloride 
• 680183-42-0 N,N-diethyl-2-iodobenzenesulfonamide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 1312206-59-9 N,N-diethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide 
• 1709-50-8 N,N-diethylbenzenesulfonamide 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 613-37-6 4-methoxylbiphenyl 

Relevant academic research and scientific papers

Directed ortho -metalation-cross-coupling strategies. One-pot Suzuki reaction to biaryl and heterobiaryl sulfonamides

A general synthesis of stable ortho-boropinacolato aryl and heteroaryl sulfonamides by directed ortho-metalation (DoM) and either MeOBPin or i-PrOBpin electrophile quench, 3 → 4, is described. A one-pot metalation-Suzuki cross-coupling procedure for the synthesis of biaryls and heterobiaryls, 3 → 5, and a complementary DoM-Ir-catalyzed boronation sequence (Scheme 6) are delineated.

The tertiary sulfonamide as a latent directed-metalation group: Ni 0-catalyzed reductive cleavage and cross-coupling reactions of aryl sulfonamides with Grignard reagents

A mild method for the Ni0-catalyzed hydrodesulfamoylation (see scheme, B) of aryl sulfonamides (1→2) with iPr2Mg or iPrMgCl as β-hydride transfer sources can be linked with directed ortho metalation (A and C) to give meta-substituted aromatics 2. Cross-coupling process with alkyl and aryl Grignard reagents furnish disubstituted benzenes and bi- and teraryl compounds.