TY - JOUR
T1 - Copper (I) Chloride-Catalyzed Photoredox Synthesis of Multifunctionalized Compounds at Room Temperature and Their Antifungal Activities
AU - Charpe, Vaibhav Pramod
AU - Ragupathi, Ayyakkannu
AU - Sagadevan, Arunachalam
AU - Ho, Yeu Shiuan
AU - Cheng, Mu Jeng
AU - Hwang, Kuo Chu
N1 - Funding Information:
We are grateful to the Ministry of Science and Technology, Taiwan for financial support. We also thank Dr. Hsin-Ru Wu of the Instrumentation Center of National Tsing Hua University for HRMS measurements.
Funding Information:
We are grateful to the Ministry of Science and Technology, Taiwan for financial support. We also thank Dr. Hsin‐Ru Wu of the Instrumentation Center of National Tsing Hua University for HRMS measurements.
Publisher Copyright:
© 2023 Wiley-VCH GmbH.
PY - 2023/4/18
Y1 - 2023/4/18
N2 - A simple visible-light-induced CuCl-catalyzed synthesis was developed for highly functionalized carbon-centered compounds (α-alk/aryloxy-α-diaryl/alkylaryl-acetaldehydes/ketones) at room temperature using benzoquinone, alkyl/aryl alcohol, and alkyl/aryl terminal/internal alkynes. Late-stage functionalized compounds show good antifungal activities, especially against Candida krusei fungal strain, in in vitro experiments (the Broth microdilution method). Moreover, toxicity tests (zebrafish egg model experiments) indicated that these compounds had negligible cytotoxicity. The green chemistry metrics (E-factor value is 7.3) and eco-scale (eco-scale value is 58.8) evaluations show that the method is simple, mild, highly efficient, eco-friendly, and environmentally feasible.
AB - A simple visible-light-induced CuCl-catalyzed synthesis was developed for highly functionalized carbon-centered compounds (α-alk/aryloxy-α-diaryl/alkylaryl-acetaldehydes/ketones) at room temperature using benzoquinone, alkyl/aryl alcohol, and alkyl/aryl terminal/internal alkynes. Late-stage functionalized compounds show good antifungal activities, especially against Candida krusei fungal strain, in in vitro experiments (the Broth microdilution method). Moreover, toxicity tests (zebrafish egg model experiments) indicated that these compounds had negligible cytotoxicity. The green chemistry metrics (E-factor value is 7.3) and eco-scale (eco-scale value is 58.8) evaluations show that the method is simple, mild, highly efficient, eco-friendly, and environmentally feasible.
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U2 - 10.1002/chem.202300110
DO - 10.1002/chem.202300110
M3 - Article
C2 - 36892141
AN - SCOPUS:85149486828
SN - 0947-6539
VL - 29
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 22
M1 - e202300110
ER -