Louis Perrault,Romain Magny,Lucas Pagès,Rayane Mekerri,Clément Burgevin,Damien Cordeau,Emmanuel Roulland
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Exploring Pd-Catalyzed Hydrocarbation of Allenes: Focusing on Propa-1,2-diene for the Isopropenylation of C(sp2) Halides.
The operatively simple Pd-catalyzed allene hydrocarbation described here uses HCO2Na and produces innocuous CO2 and sodium halide, and pure coupling products are isolated via water/ether extraction in most cases. This new transformation displays a broad C(sp2) halide scope, functional group tolerance, and good to excellent yields and allows inexpensive selective deuteration. Pd loadings of 0.10 mol % remain effective, and gram-scale reactions were conducted. The protocol extends to O-, N-, Si-, and C-substituted allenes, demonstrating its versatility.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.