71845-13-1

Upstream product

• 100891-10-9 methyl p-fluorocinnamate 
• 76202-91-0 (Z)-3-(4-Fluoro-phenyl)-2-isocyano-acrylic acid methyl ester 
• 71845-10-8 dimethyl 3-(4-fluorophenyl)-1H-pyrrole-2,4-dicarboxylate 
• 71957-31-8 3-(4-Fluoro-phenyl)-1H-pyrrole-2,4-dicarboxylic acid 

Downstream Products

• 1192165-65-3 tert-Butyl 5-(benzyloxy)-2-{[3-(4-fluorophenyl)-1H-pyrrol-1-yl]methyl}-6-(methoxymethoxy)pyrimidine-4-carboxylate 

Relevant academic research and scientific papers

Metal-Free Directed C?H Borylation of Pyrroles

Robust strategies to enable the rapid construction of complex organoboronates in selective, practical, low-cost, and environmentally friendly modes remain conspicuously underdeveloped. Here, we develop a general strategy for the site-selective C?H borylation of pyrroles by using only BBr3 directed by pivaloyl groups, avoiding the use of any metal. The site-selectivity is generally dominated by chelation and electronic effects, thus forming diverse C2-borylated pyrroles against the steric effect. The formed products can readily engage in downstream transformations, enabling a step-economic process to access drugs such as Lipitor. DFT calculations (wB97X-D) demonstrate the preferred positional selectivity of this reaction.