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• W2173083221 abstract "An organic acid catalyzed direct arylation of aromatic C(sp(2))-H bonds in phenols and naphthols for the preparation of 1,1'-linked functionalized biaryls was developed. The products are non-C2-symmetrical, atropoisomeric, and represent previously untapped chemical space. Overall this transformation is operationally simple, does not require an external oxidant, is readily scaled up (up to 98 mmol), and the structurally diverse 2,2'-dihydroxy biaryl (i.e., BINOL-type), as well as 2-amino-2'-hydroxy products (i.e., NOBIN-type) are formed with complete regioselectivity. Density-functional calculations suggest that the quinone and imino-quinone monoacetal coupling partners are exclusively arylated at their α-position by an asynchronous [3,3]-sigmatropic rearrangement of a mixed acetal species which is formed in situ under the reaction conditions." @default.
• W2173083221 created "2016-06-24" @default.
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• W2173083221 date "2015-11-23" @default.
• W2173083221 modified "2023-10-17" @default.
• W2173083221 title "Practical Organocatalytic Synthesis of Functionalized Non‐<i>C</i>₂‐Symmetrical Atropisomeric Biaryls" @default.
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• W2173083221 doi "https://doi.org/10.1002/anie.201508419" @default.
• W2173083221 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/4824624" @default.
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