1339628-12-4Relevant articles and documents
Formal Total Synthesis of (±)-Rhazinal: Evaluating the Radical Approach
Hildebrandt, Sven,Wei?barth, Hendrik,Gans?uer, Andreas
, p. 2584 - 2588 (2017)
We describe a formal total synthesis of the racemic natural product rhazinal by a rapid elaboration of a recently reported tetrahydroindolizine intermediate into the cyclization precursor reported by Trauner. The synthesis focuses on the early and convergent introduction of functional groups while the synthetic challenges encountered by this approach are described.
Three-step synthesis of triazolobenzodiazepinones via sonogashira/huisgen protocol
Molteni, Giorgio
, p. 1765 - 1773 (2013/09/12)
The sequential Sonogashira coupling/intramolecular azide cycloaddition (Huisgen cycloaddition) protocol was performed onto N-(2-iodophenyl)- 2-azidoacetamide as the acyclic precursor giving tricyclic 1,2,3-triazolo- [5,1-d][1,4]benzodiazepin-2-ones. These target products were thus obtained through a three-step synthesis in variable yields depending upon the substituent placed onto the acetylenic counterpart. The influence of catalyst concentration, reaction temperature and reaction medium upon cycloadduct yields were also studied.
Nickel-mediated inter- and intramolecular C-S coupling of thiols and thioacetates with aryl iodides at room temperature
Xu, Xiao-Bo,Liu, Jian,Zhang, Jian-Jian,Wang, Ya-Wen,Peng, Yu
supporting information, p. 550 - 553 (2013/04/11)
A Ni(0)-catalyzed intermolecular cross-coupling of various functionalized thiols and aryl iodides has been developed and successfully extended to less explored intramolecular versions, where thioacetates could also be utilized as the strategic surrogate. Air-stable precatalysts, very mild conditions, and an easy protocol allow rapid access to medicinally useful aryl thioethers, as demonstrated in the facile synthesis of (±)-chuangxinmycin as a key step.