197149-33-0

Upstream product

• 108-95-2 phenol 
• 28177-54-0 2,6-diiodo-phenol 
• 107-30-2 chloromethyl methyl ether 

Downstream Products

• 1245635-12-4 [3-iodo-2-(methoxymethoxy)phenyl]boronic acid 
• 1426579-77-2 2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 2,4,5-trichlorobenzenesulfonate 
• 1426579-21-6 1-benzyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]triazole 
• 1426579-12-5 1-(4-methoxyphenyl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]triazole 
• 1245635-15-7 2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl trifluoromethanesulfonate 
• 1245635-14-6 2-iodo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 
• 1245635-13-5 (2-hydroxy-3-iodophenyl)boronic acid 
• 197149-30-7 2-Iodo-6-methylsulfanyl-phenol 
• 197149-37-4 1-Iodo-2-methoxymethoxy-3-methylsulfanyl-benzene 

Relevant academic research and scientific papers

Regiocomplementary cycloaddition reactions of boryl- and silylbenzynes with 1,3-dipoles: Selective synthesis of benzo-fused azole derivatives

Benzo-fused nitrogen-containing heterocycles are abundant in biologically active compounds. One of the most important methods for preparing such heterocycles is the (3 + 2) cycloaddition reaction of benzynes with 1,3-dipolar compounds. However, the reacti

Generation of 3-borylbenzynes, their regioselective Diels-Alder reactions, and theoretical analysis

3-Borylbenzynes were generated in situ from 6-boryl-2-iodophenyl trifluoromethanesulfonates using i-PrMgCl·LiCl and applied to Diels-Alder reactions with substituted furans and pyrroles. The reactions allowed good functional group compatibility and produced the cycloadducts in high yields with high distal selectivities. Effective conversion of the boryl group of the products was achieved. A series of these reactions provides a new method for producing multifunctionalized benzo-fused aromatic compounds. Additionally, the regioselectivities of these Diels-Alder reactions were theoretically analyzed by DFT calculations to find that the reactions were mainly controlled by the electrostatic effect and aryne distortion caused by the boryl group.

Preparation and regioselective Diels-Alder reactions of borylbenzynes: Synthesis of functionalized arylboronates

(Figure Presented) B+ [4+2]: 3-Borylbenzynes undergo Diels-Alder reactions with substituted furans and pyrroles to give highly functionalized arylboronic acid derivatives with either good or exclusive regioselectivities (see picture). The effect of the boryl group on the regioselectivity arises from electronic rather than steric effects.

Synthetic studies toward diazonamide A. Preparation of the benzofuranone-indolyloxazole fragment

The benzofuranone-indolyloxazole fragment of the polycyclic marine natural product diazonamide A was prepared from tryptamine. The oxazole ring was synthesized from an α keto-indole via cyclodehydration with Ph3P/Cl3CCCl3,