136741-24-7Relevant articles and documents
Photochemical synthesis of acetals utilizing Schreiner's thiourea as the catalyst
Kokotos, Christoforos G.,Nikitas, Nikolaos F.,Spiliopoulou, Nikoleta
supporting information, p. 3539 - 3545 (2020/06/25)
Acetalization of aldehydes is an area of great importance in Organic Chemistry for both synthetic and biological puproses. Herein, we report a mild, inexpensive and green photochemical protocol, where Schreiner's thiourea (N,N′-bis[3,5-bis(trifluoromethyl)-phenyl]-thiourea) is utilized as the catalyst and cheap household lamps as the light source. A variety of aromatic and aliphatic aldehydes were converted into acetals in good to high yields (23 examples, 36-96% yield) and an example of the synthesis of a cyclic acetal is provided. The reaction mechanism was also studied.
IPy2BF4-mediated rearrangements of 1,2-difunctionalized compounds and olefins
Fananas, Francisco J.,Alvarez-Perez, Monica,Rodriguez, Felix
, p. 5938 - 5944 (2007/10/03)
Acetal derivatives are easily obtained from 1,2-difunctionalized compounds by a new reaction mediated by IPy2BF4 with a mechanism based on a 1,2-migration of aryl or alkyl groups. A new oxidative rearrangement reaction of olefins is also described. Moreover, when this metal-free protocol is applied to cyclic olefins, interesting ring-contraction reactions are observed. The new methodologies described here are a clean and efficient alternative to known strategies that make use of potentially toxic metallic complexes.
