4.7 Article

Mild and Metal-Free Protocol toward the Synthesis of Triarylmethanes by Reactions of (Hetero)Arylboronic Acids and ortho-Hydroxyarylaldehydes

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JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 5, 页码 3000-3009

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02807

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资金

  1. DST -SERB (Early Career Research Award)
  2. DST INSPIRE Faculty Scheme
  3. DST -FIST program (Department of Chemistry, NIT-Trichy)
  4. DST, GOI

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Herein, we have reported a metal-free, mild, and novel protocol for the synthesis of various triarylmethanes (TRAMs) in moderate to good yields via the reactions of aryl boronic acids and ortho-hydroxyarylaldehydes in the presence of stoichiometric amounts of Et3N in dichloroethane at 80 degrees C. Additionally, the synthetic utilities of few synthesized TRAMs were proven by carrying out bromination on the -OH-containing aryl part and followed by functionalization of bromine through a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction with arylboronic acids in good yields. The -OH group was also alkylated and arylated through simple alkylation and Chan-Lam reaction, respectively.

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