149221-40-9Relevant articles and documents
Lewis Acid-Mediated Reactions of Alkyl Azides with α,β- Unsaturated Ketones
Reddy, D. Srinivasa,Judd, Weston R.,Aube, Jeffrey
, p. 3899 - 3902 (2003)
(Matrix presented) Alkyl azides react with saturated ketones upon treatment with Lewis acids to afford ring-expansion products through the azido-Schmidt reaction, but this reaction does not proceed when α,β-unsaturated ketones are used. In this study, alk
Synthesis of β-triazolylenones via metal-free desulfonylative alkylation of N-tosyl-1,2,3-triazoles
Pati, Soumyaranjan,Almeida, Renata G.,Da Silva Júnior, Eufranio N.,Namboothiri, Irishi N.N.
supporting information, p. 762 - 770 (2021/04/12)
Desulfonylative alkylation of N-tosyl-1,2,3-triazoles under metal-free conditions leading to β-triazolylenones is reported here. The present study encompasses the synthesis of triazoles with a new substitution pattern in a single step from cyclic 1,3-dicarbonyl compounds and N-tosyl triazole in moderate to high yields. Our synthesis takes place with complete regioselectivity as confirmed by crystallographic analysis which is rationalized by a suitable mechanistic proposal. This method provides an efficient, versatile and straightforward strategy towards the synthesis of new functionalized 1,2,3-triazoles.
Cu catalyzed cross-dehydrogenative coupling reaction for the synthesis of 3-hydroxy-2-pyrrolidinones
Sarkar, Rajib,Mukhopadhyay, Chhanda
supporting information, p. 3069 - 3076 (2018/07/06)
A new convenient strategy for the synthesis of 3-hydroxy-2-pyrrolidinone derivatives featuring regioselective C–C coupling has been developed. This is a Cu (II) catalyzed cross dehydrogenative coupling (CDC) involving enamino-ketones of benzyl amines and di-alkyl acetylenedicarboxylate, followed by cyclization by primary amines. TBHP (tert-butyl hydroperoxide) has been used as the oxidant to promote the coupling protocol. This synthetic route principally demonstrates the scope of CDC reaction and also applicable to gram-scale synthesis.