In situ Generation of Hypervalent Iodine Reagents for the Electrophilic Chlorination of Arenes | Zendy

Granados Albert | Zendy; Jia Zhiyu | Zendy; Olmo Marc | Zendy; Vallribera Adelina | Zendy

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In situ Generation of Hypervalent Iodine Reagents for the Electrophilic Chlorination of Arenes

Author(s) -

Granados Albert,

Jia Zhiyu,

Olmo Marc,

Vallribera Adelina

Publication year - 2019

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201900237

Subject(s) - chemistry , hypervalent molecule , electrophile , reagent , in situ , iodine , chlorine , iodine monochloride , combinatorial chemistry , organic chemistry , catalysis

Efficient metal‐free methods for the electrophilic chlorination of arenes using PIFA and simple chlorine sources are reported. The in situ formation of PhI(Cl)OCOCF 3 from PIFA and KCl is proposed, which resulted in a chlorinating species for moderately activated arenes. Moreover, the in situ formation of PhICl 2 from PIFA and TMSCl resulted in an excellent approach for the chlorination of a great variety of arenes (20 examples) in high yields, even when working on a multigram scale.

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