A Synthesis of Substituted alpha-Allenols via Iron-Catalyzed Cross-Coupling of Propargyl Carboxylates with Grignard Reagents
Number of Authors: 3
2016 (English)In: ACS Catalysis, ISSN 2155-5435, E-ISSN 2155-5435, Vol. 6, no 11, 7448-7451 p.Article in journal (Refereed) Published
alpha-Allenols are attractive and versatile compounds whose preparation can be a nontrivial task. In this Letter, we provide a method for the prompt synthesis of substituted alpha-allenols via a catalytic cross-coupling reaction which makes use of a nontoxic and cost-effective iron catalyst. The catalyst loading is typically as low as 1-5 mol %. The mild reaction conditions (-20 degrees C) and the short reaction time (15 min) allow for the presence of a variety of functional groups. Moreover, the reaction was shown to be scalable up to gram scale and the propargyl substrates are readily accessible by a one-pot synthesis.
Place, publisher, year, edition, pages
2016. Vol. 6, no 11, 7448-7451 p.
iron catalysis, cross coupling, allenol, allenyl acetate, Grignard reagents
IdentifiersURN: urn:nbn:se:su:diva-136751DOI: 10.1021/acscatal.6b02114ISI: 000387306100021PubMedID: 27840771OAI: oai:DiVA.org:su-136751DiVA: diva2:1056458