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1 article(s) from Alam, Ryan M

Regioselective N-alkylation of the 1H-indazole scaffold; ring substituent and N-alkylating reagent effects on regioisomeric distribution

Ryan M. Alam and
John J. Keating

Beilstein J. Org. Chem. 2021, 17, 1939–1951, doi:10.3762/bjoc.17.127

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Figure 1: Examples of indazole natural products (1 and 2) and synthetic biologically active indazole derivati...

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Scheme 1: Synthetic approaches to N-1 substituted indazole derivatives [12-14].

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Scheme 2: N-Alkylation of indazole 9 under Mitsunobu conditions shows a strong preference (ratio N-1 (10):N-2...

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Figure 2: Observation of a ¹H–¹³C correlation between the C-7a (blue circle) or C-3 (red circle) atom of the ...

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Figure 3: C-3 substituted indazole derivatives (12–24) employed to investigate C-3 substituent effects on ind...

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Scheme 3: Proposed mechanism for the regioselective N-1 alkylation of indazoles 9, 19, and 21–24 in the prese...

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Published 02 Aug 2021

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