1833-42-7Relevant articles and documents
para-Selective Benzylation of Aryl Iodides by the in situ Preparation of ArIF2: a Hypervalent Iodine-Guided Electrophilic Substitution
Chaudhry, Azka,Hyatt, I. F. Dempsey,Im, Haram,Jones, Taro J.,Noorollah, Jennifer,Siddiqi, Fatima,Singh, Nirvanie,Spatola, Nicholas R.
supporting information, (2020/04/16)
Hypervalent iodine-guided electrophilic substitution (HIGES) was described previously for the para-selective benzylation of aryl-λ3-iodane diacetates. One drawback of the method was the synthesis and isolation of hypervalent iodine starting mat
Modular Functionalization of Arenes in a Triply Selective Sequence: Rapid C(sp2) and C(sp3) Coupling of C?Br, C?OTf, and C?Cl Bonds Enabled by a Single Palladium(I) Dimer
Keaveney, Sinead T.,Kundu, Gourab,Schoenebeck, Franziska
, p. 12573 - 12577 (2018/09/18)
Full control over multiple competing coupling sites would enable straightforward access to densely functionalized compound libraries. Historically, the site selection in Pd0-catalyzed functionalizations of poly(pseudo)halogenated arenes has been unpredictable, being dependent on the employed catalyst, the reaction conditions, and the substrate itself. Building on our previous report of C?Br-selective functionalization in the presence of C?OTf and C?Cl bonds, we herein complete the sequence and demonstrate the first general arylations and alkylations of C?OTf bonds (in I dimer. This allowed the realization of the first general and triply selective sequential C?C coupling (in 2D and 3D space) of C?Br followed by C?OTf and then C?Cl bonds.
Intramolecular SN′-type aromatic substitution of benzylic carbonates at their para-position
Ueno, Satoshi,Komiya, Sadakazu,Tanaka, Takeshi,Kuwano, Ryoichi
supporting information; experimental part, p. 338 - 341 (2012/03/10)
The benzylic carbonates, which connect with an active methine through an o-phenylene tether at their meta-position, are cyclized by Pd(η3- C3H5)Cp-S-Phos catalyst, yielding 3-methyl-9,10- dihydrophenanthrenes. In the catal