Amine-borane complex-initiated SF5Cl radical addition on alkenes and alkynes

The SF5Cl radical addition on unsaturated compounds was performed using an air-stable amine-borane complex as the radical initiator. This method showed to be complementary to the classic Et3B-mediated SF5Cl addition on alkenes and alkynes. A total of seven alkene and three alkyne derivatives were te...

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Published inBeilstein journal of organic chemistry Vol. 16; no. 1; pp. 3069 - 3077
Main Authors Gilbert, Audrey, Langowski, Pauline, Delgado, Marine, Chabaud, Laurent, Pucheault, Mathieu, Paquin, Jean-François
Format Journal Article
LanguageEnglish
Published Trakehner Str. 7-9, 60487 Frankfurt am Main, Germany Beilstein-Institut 16.12.2020
Subjects
amine-borane complex
Chemistry
Full Research Paper
pentafluorosulfanyl chloride
pentafluorosulfanyl substituent
radical addition
radical initiation
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Summary:The SF5Cl radical addition on unsaturated compounds was performed using an air-stable amine-borane complex as the radical initiator. This method showed to be complementary to the classic Et3B-mediated SF5Cl addition on alkenes and alkynes. A total of seven alkene and three alkyne derivatives were tested in the reaction, with yields ranging from 3% to 85%.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.16.256