A direct route to six and seven membered lactones via γ-C(sp3)-H activation: a simple protocol to build molecular complexity.
Jayabrata DasPravas DoluiWajid AliJyoti Prasad BiswasHediyala B ChandrashekarGaurav PrakashDebabrata MaitiPublished in: Chemical science (2020)
Lactones comprise a class of valuable compounds having biological as well as industrial importance. Development of a methodology to synthesize such molecules directly from readily available materials such as aliphatic carboxylic acid is highly desirable. Herein, we have reported synthesis of δ-lactones and ε-lactones via selective γ-C(sp3)-H activation. The γ-C-H bond containing aliphatic carboxylic acids provide six or seven membered lactones depending on the olefin partner in the presence of a palladium catalyst. A mechanistic investigation suggests that C-H activation is the rate-determining step. Further transformations of the lactones have been carried out to showcase the applicability of the present strategy.