152771-70-5Relevant articles and documents
Heterocycloalkynes Fused to a Heterocyclic Core: Searching for an Island with Optimal Stability-Reactivity Balance
Balova, Irina A.,Danilkina, Natalia A.,Govdi, Anastasia I.,Khlebnikov, Alexander F.,Ryazantsev, Mikhail N.,Sharoyko, Vladimir V.,Shtyrov, Andrey A.,Tikhomirov, Alexander O.,Br?se, Stefan
supporting information, p. 16519 - 16537 (2021/10/20)
In the search for fundamentally new, active, stable, and readily synthetically accessible cycloalkynes as strain-promoted azide-alkyne cycloaddition (SPAAC) reagents for bioorthogonal bioconjugation, we integrated two common approaches: the reagent destab
Metal-Free Synthesis of 4-Chloroisocoumarins by TMSCl-Catalyzed NCS-Induced Chlorinative Annulation of 2-Alkynylaryloate Esters
Norseeda, Krissada,Chaisan, Nattawadee,Thongsornkleeb, Charnsak,Tummatorn, Jumreang,Ruchirawat, Somsak
, p. 16222 - 16236 (2019/12/25)
4-Chloroisocoumarins can be conveniently prepared from 2-alkynylaryloate esters via the activation of alkynes by electrophilic chlorine, generated in situ from N-chlorosuccinimide (NCS) in the presence of 10 mol % trimethylsilyl chloride (TMSCl), which leads to 6-endo-dig-selective chlorinative annulation to give the desired products in moderate to quantitative yields. The procedure employs readily available reagents and can be conveniently carried out on a wide scope of substrates under mild conditions (0 °C to rt). Furthermore, the reaction is scalable for gram-scale preparation of 4-chloroisocoumarins. Additionally, 4-bromo- and 4-iodoisocoumarins can be prepared in moderate to good yields by replacing NCS with N-bromosuccinimide (NBS) and N-iodosuccinimide (NIS), respectively.
Development of synthetic routes to macrocyclic compounds based on the HSP90 inhibitor radicicol
Atrash, Butrus,Cooper, Tracey S.,Sheldrake, Peter,Workman, Paul,McDonald, Edward
, p. 2237 - 2240 (2007/10/03)
Short routes are reported to novel macrolides (e.g., 9, 12, 20) related to the HSP90 inhibitor radicicol.
