35002-00-7Relevant academic research and scientific papers
Tf2O-mediated Reaction of Alkenyl Sulfoxides with Unprotected Anilines in Flow Microreactors
Baralle, Alexandre,Inukai, Tomoaki,Nagaki, Aiichiro,Nogi, Keisuke,Osuka, Atsuhiro,Yanagi, Tomoyuki,Yorimitsu, Hideki,Yoshida, Jun-Ichi
, p. 160 - 163 (2020/02/25)
Flow microreactors have allowed an efficient extended Pummerer reaction of ketene dithioacetal monoxides with anilines by precise control of unstable sulfonium intermediates and spatial separation of the generation of the intermediates and the nucleophilic attack to the intermediates. A new iodoniummediated cyclization has been devised to convert the products, thioimidates, into indoles.
1,6-Stannatropic strategy: Effective generation and cyclization of 1,5-dipoles from o-stannylmethylated thioanilides or phenyl isothiocyanates
Minakata, Satoshi,Kasano, Yukihiro,Ota, Hirofumi,Oderaotoshi, Yoji,Komatsu, Mitsuo
, p. 3693 - 3695 (2007/10/03)
A new method for the generation of 1,5-dipoles from o-stannylmethylated thioanilides via 1,6-stannatropy under neutral conditions was developed. Cyclization of the 1,5-dipoles afforded indole derivatives effectively. The strategy has potential for application to the generation of alternative 1,5-dipoles from o-stannylmethylated aryl isothiocyanates leading to indole derivatives having a stannylthio group that was readily converted to other functional groups.
