2-(1-Methylhydrazinyl)pyridine as a reductively removable directing group in a cobalt-catalyzed C(sp2)-H bond alkenylation/annulation cascade.

doi:10.1039/c7cc08533h

Paper

2-(1-Methylhydrazinyl)pyridine as a reductively removable directing group in a cobalt-catalyzed C(sp2)-H bond alkenylation/annulation cascade.

Published 2017 · Shengxian Zhai, Shuxian Qiu, Xiaoming Chen

Chemical communications

Q1 SJR score

22

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0

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Abstract

We describe a new application of 2-(1-methylhydrazinyl)pyridine as a bidentate directing group to directing cobalt-catalyzed C(sp2)-H alkenylation/annulation of the corresponding benzoic hydrazides to form an isoquinoline backbone, via reacting with a terminal or internal alkyne followed by annulation. The reaction shows a broad substrate scope with the products obtained in good to excellent yields and high regioselectivity. Moreover, the directing group can be reductively removed in one step under mild conditions.

Study Snapshot

2-(1-methylhydrazinyl)pyridine effectively directs cobalt-catalyzed C(sp2)-H alkenylation/annulation, resulting in high yields and regioselectivity, with the directing group easily removed under mild conditions.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

2-(1-Methylhydrazinyl)pyridine as a reductively removable directing group in a cobalt-catalyzed C(sp2)-H bond alkenylation/annulation cascade.

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References

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Citations

Cobalt-Catalyzed 2-(1-Methylhydrazinyl)pyridine-Assisted C-H Alkylation/Annulation: Mechanistic Insights and Rapid Access to Cyclopenta[c]isoquinolinone Derivatives.

Cobalt-catalyzed 2-(1-methylhydrazinyl)pyridine-directed C-H alkylation/annulation provides rapid access to diverse cyclopenta[c]isoquinolinone derivatives, with excellent yield and removal of the directing group under mild conditions.

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