title: Gold-catalyzed three-component tandem process: an efficient and facile assembly of complex butenolides from alkynes, amines, and glyoxylic acid.
abstract: An efficient and facile gold-catalyzed three-component tandem process for the assembly of two types of highly functionalized butenolides has been developed. In this reaction system, more than four chemical bonds are formed by a single gold catalyst. The present tandem protocol includes a direct coupling of alkynes, amines, and glyoxylic acid and subsequent exclusively endo-selective cycloisomerization of alkynoic acids along with intermolecular electrophilic trapping; it utilizes three simple and commercially available starting materials to assemble architecturally complex and appealing butenolide scaffolds bearing other reactive sites for further manipulation.
authors.affiliation: Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, People's Republic of China.
authors.forename: Qiang
authors.initials: Q
authors.lastname: Zhang
authors.forename: Ming
authors.initials: M
authors.lastname: Cheng
authors.forename: Xiaoyu
authors.initials: X
authors.lastname: Hu
authors.forename: Bo-Gang
authors.initials: BG
authors.lastname: Li
authors.forename: Jian-Xin
authors.initials: JX
authors.lastname: Ji
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D000480:Alkynes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D006038:Glyoxylates / Q000737:chemistry*; D006046:Gold / Q000737:chemistry*
chemical_list: D000480:Alkynes; D000588:Amines; D006038:Glyoxylates; D006046:Gold; C004511:butenolide; C031150:glyoxylic acid; D015107:4-Butyrolactone