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Iron‐Catalyzed C(sp 2 )H and C(sp 3 )H Arylation by Triazole Assistance
Author(s) -
Gu Qing,
Al Mamari Hamad H.,
Graczyk Karolina,
Diers Emelyne,
Ackermann Lutz
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201311024
Subject(s) - catalysis , chemistry , denticity , combinatorial chemistry , modular design , triazole , scope (computer science) , organic chemistry , computer science , operating system , programming language , crystal structure
Modular 1,2,3‐triazoles enabled iron‐catalyzed CH arylations with broad scope. The novel triazole‐based bidentate auxiliary is easily accessible in a highly modular fashion and allowed for user‐friendly iron‐catalyzed C(sp 2 )H functionalizations of arenes and alkenes with excellent chemo‐ and diastereoselectivities. The versatile iron catalyst also proved applicable for challenging C(sp 3 )H functionalizations, and proceeds by an organometallic mode of action. The triazole‐assisted CH activation strategy occurred under remarkably mild reaction conditions, and the auxiliary was easily removed in a traceless fashion. Intriguingly, the triazole group proved superior to previously used auxiliaries.