103392-86-5Relevant articles and documents
Enantiospecific Synthesis of Nepetalactones by One-Step Oxidative NHC Catalysis
Harnying, Wacharee,Neud?rfl, J?rg-M.,Berkessel, Albrecht
supporting information, p. 386 - 390 (2020/02/04)
An efficient oxidative NHC-catalyzed one-step transformation of (S)-or (R)-8-oxocitronellal to nepetalactone (NL) in enantio- A nd diastereomerically pure form has been developed. Several new and "easy to make" N-Mes-or N-Dipp-substituted 1,2,4-triazolium salts carrying nitroaromatic groups on N1 were synthesized and evaluated as precatalysts in combination with base and stoichiometric organic oxidant. Under optimized conditions, NLs are accessible in very good yields and diastereomerically pure under mild conditions. The oxidant used could be recovered and recycled under operationally simple conditions.
Synthesis of Indoles via Ring Closure of 2-Alkylnitroaniline Derivatives.
Bergman, Jan,Sand, Peter
, p. 6085 - 6112 (2007/10/02)
A variety of nitroindoles have been prepared from imidate, amidine, and sec-anilide derivatives of 2-alkyl-3- or 5-nitroanilines by a base-induced cyclization promoted by dialkyl oxalates.It is shown that essentially the same procedure also can be used to synthesize the corresponding nitroindole-3-glyoxylates in one simple operation.The synthetic potential is discussed and a mechanism is proposed.