AI Article Synopsis
- Researchers developed a new method for synthesizing 2-fluoro-3-aryl-4-benzo[4,5]imidazo[2,1-][1,3]thiazines and -trifluoromethyl--arylthio tertiary alcohols using 2-mercaptoimidazoles and -CF alkenes without using metals.
- The process is controlled by either base or light, enabling precise reactions: base-mediated methods lead to thiazines, while light-driven techniques create tertiary alcohols.
- The alcohols are produced through a radical cascade reaction that occurs without needing additional catalysts, showcasing a more efficient and environmentally friendly synthetic route.
Article Abstract
An efficient and metal-free approach for the divergent synthesis of 2-fluoro-3-aryl-4-benzo[4,5]imidazo[2,1-][1,3]thiazines and -trifluoromethyl--arylthio tertiary alcohols from 2-mercaptoimidazoles and -CF alkenes has been developed. The chemoselectivity was well controlled by base or light; a series of 2-fluoro-3-aryl-4-benzo[4,5]imidazo[2,1-][1,3]thiazines were afforded base-mediated sequential S2'- and SV-type reactions. Meanwhile, -trifluoromethyl--arylthio tertiary alcohols could be selectively achieved through visible-light-driven and electron donor-acceptor (EDA) complex-initiated radical cascade thiolation/hydroxylation in the absence of base, transition metal, and external photocatalyst.
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| http://dx.doi.org/10.1021/acs.orglett.4c03765 | DOI Listing |
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