title: Sunlight-Driven Decarboxylative Alkynylation of α-Keto Acids with Bromoacetylenes by Hypervalent Iodine Reagent Catalysis: A Facile Approach to Ynones.
abstract: A novel and practical decarboxylative alkynylation of α-keto acids with bromoacetylenes is catalyzed by hypervalent iodine(III) reagents when irradiation by sunlight at room temperature. The product ynones are generated in good yields. Experiments show that results obtained with blue light (λ=450-455 nm) are comparable to those obtained when using sunlight. Mechanistic studies demonstrate that the sunlight-driven decarboxylation undergoes a radical process.
authors.affiliation: Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000 (PR China).
authors.forename: Hui
authors.initials: H
authors.lastname: Tan
authors.affiliation: Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000 (PR China).
authors.forename: Hongji
authors.initials: H
authors.lastname: Li
authors.affiliation: Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000 (PR China).
authors.forename: Wangqin
authors.initials: W
authors.lastname: Ji
authors.affiliation: Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000 (PR China). leiwang@chnu.edu.cn.|State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032 (PR China). leiwang@chnu.edu.cn.
authors.forename: Lei
authors.initials: L
authors.lastname: Wang
mesh_terms: D000114:Acetylene / Q000737:chemistry*; D000215:Acylation; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003653:Decarboxylation; D054879:Halogenation; D007455:Iodine / Q000737:chemistry*; D007651:Keto Acids / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D013472:Sunlight
chemical_list: D000480:Alkynes; D007651:Keto Acids; D007659:Ketones; D007455:Iodine; D000114:Acetylene
keywords: acylation; alkynes; hypervalent compounds; photochemistry; radicals