Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 12, Pages 4628-4631Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja400020e
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Funding
- Natural Science Foundation of China [21002103, 21272238]
- Major State Basic Research Development Program [2012CB821600]
- Institute of Chemistry, CAS
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A rhenium-magnesium cocatalyzed [4+2] annulation of benzamides and alkynes via C-H/N-H functionalization is described. The reaction features a divergent and high level of diastereoselectivities, which are readily switchable by subtle tuning of reaction conditions. Thus, a wide range of both cis- and trans-3,4-dihydroisoquinolinones is expediently synthesized in a highly atom-economical manner. Moreover, mechanistic studies unraveled a tandem mode of action between rhenium and magnesium in the catalytic cycles.
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