122030-65-3Relevant academic research and scientific papers
Total synthesis of conolidine and apparicine
Takanashi, Noriyuki,Suzuki, Kenta,Kitajima, Mariko,Takayama, Hiromitsu
, p. 375 - 378 (2016)
A total synthesis of indole alkaloids, (±)-conolidine and (±)-apparicine, was accomplished via a gold(I)-catalyzed 6-exo-dig cyclization to construct a piperidine ring bearing an exocyclic (E)-ethylidene appendage.
Biomimetic aerobic oxidation of amino alcohols to lactams
Babu, Beneesh P.,Endo, Yoshinori,Baeckvall, Jan-E.
, p. 11524 - 11527,4 (2012/12/11)
The right path: N-Protected amino alcohols undergo aerobic and biomimetic oxidation to the corresponding lactams in the presence of a ruthenium catalyst and a combination of electron-transfer mediators under air (see scheme). The reaction was used for the synthesis of five-, six-, and seven-, membered lactams and showed good tolerance to a number of N-protecting groups. Copyright
Flustramine inspired synthesis and biological evaluation of pyrroloindoline triazole amides as novel inhibitors of bacterial biofilms
Bunders, Cynthia,Cavanagh, John,Melander, Christian
scheme or table, p. 5476 - 5481 (2011/09/12)
Anti-biofilm agents have been developed based upon the flustramine family of alkaloids isolated from Flustra foliacea. A Garg interrupted Fischer indolization reaction was employed to access a core pyrroloindoline scaffold that was subsequently employed t
Synthesis of bioisosteric 5-sulfa-rutaecarpine derivatives
Bubenyak, Mate,Takacs, Maria,Blazics, Balazs,Racz, Akos,Noszal, Bela,Pueski, Laszlo,Koekoesi, Jozsef,Hermecz, Istvan
scheme or table, p. 291 - 302 (2011/02/27)
Rutaecarpine (Evodia rutaecarpa) derivatives were synthesized by bioisosteric replacements of the quinazolone moiety of the pentacyclic system with benzothiadiazine 1,1-dioxide. Syntheses were performed efficiently by formation of phenylhydrazones via active methylene group transformations of pyrrolo-and pyrido[1,2-b]1,2,4-benzothiadiazine 5,5-dioxides, and subsequent Fischer-indolization. Preliminary testing of compound 3 showed cytotoxic activity against HeLa cells and apoptosis inducing effect. ARKAT-USA, Inc.
Ring expansion of lactones and lactams via propiolate 1-carbon intercalation
Grant, Tina N.,Benson, Chantel L.,West
supporting information; experimental part, p. 3985 - 3988 (2009/05/30)
(Chemical Equation Presented) Readily available five- and six-membered lactones and N-sulfonyllactams undergo efficient addition of t-butyl propiolate, and the resulting adducts undergo cycloisomerization to six- and seven-membered cyclic ethers or amines in the presence of pyridinium acetate. The ring expansion process occurs in generally good yields and is proposed to involve a nucleophilic catalysis mechanism.
