Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 6, Pages 3499-3508Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c02722
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Rh(III)-catalyzed C-H/N-H annulation and C-H allylation of phenylindazolones have been achieved using 5-methylene-1,3-dioxan-2-one and 4-vinyl-1,3-dioxolan-2-one as scalable cross-coupling partners, providing functionalized indazolone fused heterocycles and branched and linear allyl indazolones with moderate to high yields. These synthetic protocols demonstrate mild conditions, broad substrate scope, and high functional-group compatibility. Additionally, scale-up synthesis and preliminary mechanistic exploration were also conducted.
Rh(III)-catalyzed C-H/N-H annulation and C- H allylation of phenylindazolones have been realized by employing 5-methylene-1,3-dioxan-2-one and 4-vinyl-1,3-dioxolan-2-one as scalable cross-coupling partners, delivering functionalized indazolone fused heterocycles and branched and linear allyl indazolones respectively in moderate to high yield. These divergent synthesis protocols showcase mild conditions, broad substrate scope, and high functional-group compatibility. In addition, scale-up synthesis and preliminary mechanistic exploratory were also accomplished.
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