Photocatalyzed Deuterodichloromethylation of Olefins Using Silacarboxylic Acids as Halogen‐Atom Transfer Reagents

A visible‐light‐induced deuterodichloromethylation of alkenes was developed with readily available and inexpensive deuterochloroform as the deuterodichloromethylation reagent. Silacarboxylic acids, which could generate silyl radicals through efficient visible‐light‐induced decarboxylation, were appl...

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Published inEuropean journal of organic chemistry Vol. 28; no. 15
Main Authors Yu, Xin‐Long, Hu, Jia‐Wei, Cao, Jian, Xu, Li‐Wen
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 14.04.2025
Subjects
Alkenes
Decarboxylation
Deuterium
deuterium-label
halogen atom transfer
photocatalysis
radical
Reagents
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Summary:A visible‐light‐induced deuterodichloromethylation of alkenes was developed with readily available and inexpensive deuterochloroform as the deuterodichloromethylation reagent. Silacarboxylic acids, which could generate silyl radicals through efficient visible‐light‐induced decarboxylation, were applied as halogen atom transfer agents. A series of deuterium‐containing gem‐dichloroalkanes were prepared in good yields. A photocatalyzed deuterodichloromethylation of olefins was developed to afford deuterium‐containing gem‐dichloroalkanes in good yields. Readily accessible silacarboxylic acids were employed as halogen‐atom transfer reagents and deuterochloroform as the deuterodichloromethylation reagent.
Bibliography:These authors contributed equally.
ObjectType-Article-1
SourceType-Scholarly Journals-1
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content type line 14
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202401450