![Effective Enzymatic Synthesis of Benzotropolone and Formation Mechanism of Its Bicyclo[3.2.1]octane‐type Intermediate](https://onlinelibrary.wiley.com/cms/asset/369279cd-23b4-4435-b26b-2727c09a5bb7/ajoc202300327-toc-0001-m.png)
Pyrogallol (PG) plays a crucial role in synthesizing benzotropolone (BTP). This is because it can not only couple with catechol (CC) to form BTP, two PG molecules can also produce purpurogallin (PPG) that has the same skeleton as BTP. Furt...
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Synthesis of Secondary Trifluoromethylated Alkyl Bromides with Further Conversion to Boronic Esters and Alcohols
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A general deaminative cross-coupling reaction of Katritzky salts with 2-bromo-3,3,3-trifluoropropene (BTP) as a route to α-trifluoromethylated alkyl bromides has been developed that is driven by an electron-donor-acceptor (EDA) complex.
Abstract
Secondary trifluoromethylated alkyl bromides are versatile building blocks in the synthesis of fluorine-containing aliphatic compounds. However, current methods of preparation are limited. In this study, we have developed a general deaminative cross-coupling of Katritzky salts with 2-bromo-3,3,3-trifluoropropene (BTP) as a route to α-trifluoromethylated alkyl bromides that is driven by an electron-donor-acceptor (EDA) complex. The resultant products can be readily converted to α-trifluoromethyl borates and α-trifluoromethyl alcohols, enriching the current toolbox for synthesizing trifluoromethylated aliphatic compounds with wide-ranging applications.
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