Indium(III) Halide-Catalyzed UV-Irradiated Radical Coupling of Iodomethylphosphorus Compounds with Various Organostannanes

The first catalytic radical coupling of iodomethylphosphorus compounds was accomplished with allyl-, alkenyl-, and allenylstannanes under UV irradiation in the presence of an indium(III) halide catalyst, for which a transmetalated allylic indium species was confirmed to be an active radical species.

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Bibliographic Details
Published inOrganic letters Vol. 15; no. 7; pp. 1728 - 1731
Main Authors Suzuki, Itaru, Kiyokawa, Kensuke, Yasuda, Makoto, Baba, Akio
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 05.04.2013
Amer Chemical Soc
Subjects
Catalysis
Chemistry
Chemistry, Organic
Combinatorial Chemistry Techniques
Hydrocarbons, Iodinated - chemistry
Indium - chemistry
Molecular Structure
Organophosphorus Compounds - chemistry
Organotin Compounds - chemistry
Physical Sciences
Science & Technology
Stereoisomerism
Ultraviolet Rays
HALO CARBONYL-COMPOUNDS
SYSTEM
ALKENES
PHOSPHORUS-CONTAINING RADICALS
MECHANISM
REACTIVITY
ORGANIC HALIDES
ATOM-TRANSFER ADDITION
DERIVATIVES
ORGANOTIN COMPOUNDS
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Summary:The first catalytic radical coupling of iodomethylphosphorus compounds was accomplished with allyl-, alkenyl-, and allenylstannanes under UV irradiation in the presence of an indium(III) halide catalyst, for which a transmetalated allylic indium species was confirmed to be an active radical species.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol4005257