59340-49-7Relevant articles and documents
Photo Click Reaction of Acylsilanes with Indoles
Stuckhardt, Constantin,Studer, Armido,Wissing, Maren
supporting information, p. 18605 - 18611 (2021/07/26)
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.
Transformation of α-assisted carbanions into the corresponding trimethylsiloxy derivatives using bis(trimethylsilyl)peroxide
Dembech,Guerrini,Ricci,Seconi,Taddei
, p. 2999 - 3006 (2007/10/02)
The reaction of bis(trimethylsilyl)peroxide with tlithium derivatives of sulphides and nitriles is reported to give the corresponding O-trimethylsilyl hemithioacetals and cyanohydrins. From these products the carbonyl function can be exposed in acidic media or in the presence of fluoride ions. This methodology provides an attractive route to transform a CH2-X group (X = PhS, MeS or CN) into the corresponding CHO, allowing the preparation of aldehydes that can be considered difficult to prepare such as, for example, formyltrimethylsilane which was generated and trapped in situ using a Wittig reaction.
