期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 15, 页码 10544-10554出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c01185
关键词
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资金
- SERB, DST [ECR/2016/000108]
- CIF
- Department of Chemistry, IIT-Guwahati
The study investigated the activity of methanol as a methylating agent and its application in various reactions, achieving good results. The slow and steady generation of in situ formed aldehyde was found to be the key factor for obtaining higher yields of the methylated product. In addition, the study also demonstrated environmental benefits and a wide substrate scope for the reactions.
Methanol can be employed as a green and sustainable methylating agent to form C-C and C-N bonds via borrowing hydrogen (BH) methodology. Herein we explored the activity of the acridine-derived SNS-Ru pincer for the activation of methanol to apply it as a C1 building block in different reactions. Our catalytic system shows great success toward the beta-C(sp(3))-methylation reaction of 2-phenylethanols to provide good to excellent yields of the methylated products. We investigated the mechanistic details, kinetic progress, and temperature-dependent product distribution, which revealed the slow and steady generation of in situ formed aldehyde, is the key factor to get the higher yield of the beta-methylated product. To establish the environmental benefit of this reaction, green chemistry metrics are calculated. Furthermore, dimerization of 2-naphthol via methylene linkage and formation of N-methylation of amine are also described in this study, which offers a wide range of substrate scope with a good to excellent yield.
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