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Photo Click Reaction of Acylsilanes with Indoles by Constantin Stuckhardt; Maren Wissing; Armido Studer is a Chemistry article available to read on EtoBox.

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## Abstract Light‐mediated coupling of acylsilanes with indoles is reported. This photo click reaction occurs under mild conditions (415 nm) mostly in quantitative yield and provides stable silylated N,O‐acetals via light mediated siloxycarbene generation with subsequent indole‐N‐H insertion. We show that this very efficient and fully atom economic coupling process can be applied to conjugate complex systems, as documented by the clicking of carbohydrates with indole alkaloids. The method is also applicable to the conjugation of polymer chains. The linking acetal moiety can be readily cleaved and it is also shown that wavelength‐selective coupling and cleavage with acyl silanes bearing a second photoactive moiety is possible. This is documented by a successful polymerization/depolymerization sequence and by a polymer folding/unfolding process.

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Author

Constantin Stuckhardt; Maren Wissing; Armido Studer

Publisher

Wiley

Published

2021

Language

EN

Field

Chemistry (Physical Sciences)