37742-99-7Relevant articles and documents
Different Selectivities in the Insertions into C(sp2)?H Bonds: Benzofulvenes by Dual Gold Catalysis Competition Experiments
Plajer, Alex J.,Ahrens, Lukas,Wieteck, Marcel,Lustosa, Danilo M.,Babaahmadi, Rasool,Yates, Brian,Ariafard, Alireza,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
, p. 10766 - 10772 (2018/08/03)
An unprecedented, often almost quantitative access to tricyclic aromatic compounds by dual gold catalysis was developed. This synthetic route expands the scope of benzofulvene derivatives through a C(sp2)?H bond insertion in easily available starting materials. The insertion takes place with an exclusive chemoselectivity with respect to the competing aromatic C?H positions. A bidirectional synthesis with two competing ortho-aryl C?H bonds in the selectivity-determining step also shows perfect selectivity; this result is explained by a computational investigation of the two conceivable intermediates. The intramolecular competition of two non-equivalent aryl C?H bonds with a benzylic methyl group also showed perfect selectivity.
Dual gold catalysis: Synthesis of polycyclic compounds via C-H insertion of gold vinylidenes
Wieteck, Marcel,Tokimizu, Yusuke,Rudolph, Matthias,Rominger, Frank,Ohno, Hiroaki,Fujii, Nobutaka,Hashmi, A. Stephen K.
supporting information, p. 16331 - 16336 (2015/01/09)
New and interesting polycyclic compounds have been synthesized from non-conjugated diyne systems by dual gold catalysis. A quaternary carbon center in the backbone and the accompanying Thorpe-Ingold effect enabled the unprecedented insertion of sp3 and sp2 C-H bonds that for the first time were incorporated within the backbone of the diyne system and allowed the construction of complex polycyclic carbon scaffolds inaccessible by previous approaches in which the C-H bonds for the insertion were situated at the other end of the alkyne.
Zn(OTf)2 - Catalyzed direct cyanation of benzylic alcohols - A novel synthesis of α-aryl nitriles
Theerthagiri, Palani,Lalitha, Appaswami
supporting information, p. 5535 - 5538 (2012/11/07)
This work demonstrates an efficient method to prepare α-aryl nitriles by direct cyanation of benzylic alcohol with TMSCN in the presence of a catalytic amount of Zn(OTf)2 under heating condition. A variety of benzylic alcohols can be converted into the corresponding α-aryl nitriles in good to excellent yields. 2012 Elsevier Ltd. All rights reserved.