33928-00-6Relevant academic research and scientific papers
Nickel-Catalyzed One-Pot Carbonylative Synthesis of 2-Mono- And 2,3-Disubstituted Thiochromenones from 2-Bromobenzenesulfonyl Chlorides and Alkynes
Wang, Wei,Bao, Zhi-Peng,Qi, Xinxin,Wu, Xiao-Feng
, p. 6589 - 6593 (2021/08/30)
A nickel-catalyzed one-pot carbonylation reaction of 2-bromobenzenesulfonyl chlorides with alkynes for the synthesis of thiochromenones has been established. Both terminal and internal alkynes were suitable substrates in this carbonylative transformation, and a broad range of 2-mono- and 2,3-disubstituted thiochromenone products were obtained in moderate to good yields with quite high functional group compatibility. Notably, this procedure presents the first example of nickel-catalyzed carbonylative synthesis of thiochromenones with 2-bromobenzenesulfonyl chlorides as a promising sulfur precursor.
Unified Approach to (Thio)chromenones via One-Pot Friedel-Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones
Kim, Hun Young,Song, Eunsun,Oh, Kyungsoo
supporting information, p. 312 - 315 (2017/04/21)
A facile synthetic method to chromenones and thiochromenones has been developed using a one-pot Friedel-Crafts acylation of alkynes with suitably substituted benzoyl chlorides. This unified approach to (thio)chromenones is readily applicable to aryl- and alkylalkynes where the stereochemically well-defined β-chlorovinyl ketone intermediates undergo distinctively different cyclization pathways. The ready availability of both starting materials, alkynes and benzoyl chlorides, coupled with the experimental simplicity makes the current synthetic method to (thio)chromenones fast, efficient, and practical.
Nickel-catalyzed cycloadditions of thiophthalic anhydrideswith alkynes
Inami, Tasuku,Baba, Yoko,Kurahashi, Takuya,Matsubara, Seijiro
supporting information; experimental part, p. 1912 - 1915 (2011/06/22)
Nickel-catalyzed cycloadditions have been developed where thiophthalic anhydrides reactwith alkynes to afford substituted sulfur-containing heterocyclic compounds. Selective formations of thioisocoumarins, benzothiophenes, and thiochromoneswre accomplishe
Direct Lithiation of Chalcogenachromones, -flavones, and -pyranones. The Interconversion and Electrophilic Capture of Ring-Opened and Ring-Closed Anions
Detty, Michael R.,McGarry, Lynda W.
, p. 1203 - 1207 (2007/10/02)
The metalation of chalcogenapyranones, -chromones, and -flavones with lithium diisopropylamide generates 3-lithio derivatives which interconvert with their ring-opened anions.Through appropriate choices of electrophiles, both ring-opened and ring-closed p
