Radical Cyclization Reaction Using a Combination of Phosphinic Acid and a Base in Aqueous Ethanol

Hideki Yorimitsu, Hiroshi Shinokubo, Koichiro Oshima

Chemistry Letters · 2000 · 65 citations · 7 references

Concepts

Abstract

Abstract Treatment of allylic ether of 2-iodophenol or 2-haloethanal allylic acetal with phosphinic acid, a base and a radical initiator (AIBN or triethylborane) in aqueous ethanol provided the corresponding radical cyclization product in excellent yield. An addition of a base is critical to employ phosphinic acid as a radical mediator.

References

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