Sunlight-Driven Decarboxylative Alkynylation of [alpha]-Keto Acids with Bromoacetylenes by Hypervalent Iodine Reagent Catalysis: A Facile Approach to Ynones

Sunlight-Driven Decarboxylative Alkynylation of [alpha]-Keto Acids with Bromoacetylenes by Hypervalent Iodine Reagent Catalysis: A Facile Approach to Ynones

A novel and practical decarboxylative alkynylation of [alpha]-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=...

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Bibliographic Details
Published in:Angewandte Chemie Vol. 127; no. 29; pp. 8494 - 8497
Main Authors: Tan, Hui, Li, Hongji, Ji, Wangqin, Wang, Lei
Format: Journal Article
Language:English
German
Published: Weinheim Wiley Subscription Services, Inc 13-07-2015
Subjects:
Acids
Catalysis
Chemistry
Decarboxylation
Iodine
Irradiation
Radicals
Sunlight
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Description
Summary:A novel and practical decarboxylative alkynylation of [alpha]-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=450-455nm) are comparable to those obtained when using sunlight. Mechanistic studies demonstrate that the sunlight-driven decarboxylation undergoes a radical process.
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ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201503479