6047-83-2Relevant articles and documents
Water-Mediated Intramolecular Cyclization/Oxidation of α-Carbonyl Sulfur Ylides: Synthesis of Corey-Chaykovsky Reagent Type Heterocycles
Kang, Xiaokang,Liang, Xiayu,Zeng, Qingle
supporting information, p. 7477 - 7481 (2021/10/12)
A new class of Corey-Chaykovsky reagent type five-membered heterocycles with an oxosulfonium ylide moiety has been synthesized by the water-mediated intramolecular cyclization/oxidation of α-carbonyl sulfur ylides generated in situ from sulfonium salts under mild conditions.
Catalyst-Free Synthesis of 2,3-Dihydrobenzofurans via a Formal [4+1] Annulation of Propargylamines with Sulfur Ylides
He, Xinwei,Xie, Mengqing,Tang, Qiang,Zuo, Youpeng,Li, Ruxue,Shang, Yongjia
, p. 11623 - 11638 (2019/10/02)
A simple, general route to the 2,3-dihydrobenzofurans substituted at C3 by an aryethynyl or aryl group, starting from propargylamine and its derivatives with benzoyl sulfonium salts, has been developed. This reaction involved an in situ generated o-quinone methide (o-QM) intermediate followed by [4+1] annulation with sulfur ylides. Notably, this protocol's features include moderate to excellent yields and remarkable diastereoselectivity (>20:1 dr in general), easy performance, as well as applicability to versatile 2,3-dihydrobenzofurans with aryethynyl or an aryl group via C-C and C-O bond formation in one pot without any catalyst in an aqueous mixed solvent.
1,6-Conjugated Addition-Mediated [2+1] Annulation: Approach to Spiro[2.5]octa-4,7-dien-6-one
Yuan, Zhenbo,Fang, Xinxin,Li, Xuanyi,Wu, Jie,Yao, Hequan,Lin, Aijun
, p. 11123 - 11130 (2015/11/18)
A formal 1,6-conjugated addition-mediated [2+1] annulation to synthesize spiro[2.5]octa-4,7-dien-6-one with p-quinone methides and sulfur ylides has been described. This domino-type process was highly diastereoselective and exhibited good functional group tolerance and scalability without the use of metals and bases.