Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 5, Pages 1403-1409Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01940f
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Funding
- National Natural Science Foundation of China [21702091]
- Science and Technology Innovation Development Plan of Yantai [2020MSGY114]
- Yantai Double Hundred Plan
- Graduate Innovation Foundation of Yantai University [YDYB2128]
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In this study, an I-2-mediated [3 + 2] annulation of methyl-azaarenes with alkyl 2-isocyanoacetates or amino acid ester hydrochlorides was demonstrated. This method allows for the selective synthesis of iodine-functionalized and non-iodine-functionalized fused imidazoles, with the potential for further chemical modifications of the iodine-functionalized products.
An I-2-mediated [3 + 2] annulation of methyl-azaarenes with alkyl 2-isocyanoacetates or amino acid ester hydrochlorides has been demonstrated. This strategy involves C equivalent to N bond cleavage of isocyanides and can selectively synthesize iodine-functionalized and non-iodine-functionalized fused imidazoles. Scaleup experiments and arylation, alkynylation, alkenylation and selenization of iodine-functionalized products demonstrated the potential applications of this reaction.
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