Visible-light Induced [1, 3]-Brook Rearrangements of α-Ketoacylsilanes and Its Subsequent Trapping in a Tandem Annulation with 1, 3, 5-Triazinanes and Azomethine Imines

An unusual visible light-induced [1, 3]-Brook rearrangement of α-ketoacylsilanes for cascade cyclization with 1,3,5-triazinanes and C,N-cyclic azomethine imines has been developed under catalyst-free and mild reaction conditions. The strategy offers an efficient and convenient approach for the rapid assembly of a variety of β-lactams and pyrazolidinones scaffolds with structural and functional importance. Moreover, continuous flow chemistry has also been employed for two photochemical processes and gram-scale synthesis (up to 100 times) with comparable efficiency to the batch conditions in relatively shorten time, which allowed high throughout synthesis and exhibited an increase in productivity.

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