106032-13-7Relevant academic research and scientific papers
Oxidative, Iodoarene-Catalyzed Intramolecular Alkene Arylation for the Synthesis of Polycyclic Aromatic Hydrocarbons
Zhao, Zhensheng,Britt, Liam H.,Murphy, Graham K.
, p. 17002 - 17005 (2018/11/01)
A catalytic, metal-free and chemoselective oxidative intramolecular coupling of arene and alkene C?H bonds is reported. The active hypervalent iodine (HVI) reagent, generated catalytically in situ from iodotoluene and meta-chloroperoxybenzoic acid (m-CPBA), reacts with o-vinylbiphenyls to generate polyaromatic hydrocarbons in up to 95 % yield. Experimental evidence suggests the reactions proceed though vinyliodonium and, possibly, vinylenephenonium intermediates.
Phenanthrene synthesis by eosin Y-catalyzed, visible light- Induced [4+2] benzannulation of biaryldiazonium salts with alkynes
Xiao, Tiebo,Dong, Xichang,Tang, Yanchi,Zhou, Lei
supporting information, p. 3195 - 3199 (2013/01/16)
A metal-free, visible light-induced [4+2] benzannulation of biaryldiazonium salts with alkynes was developed. With eosin Y as photoredox catalyst, a variety of 9-substituted or 9,10-disubstituted phenanthrenes were obtained via a cascade radical addition and cyclization sequence. Copyright
Palladium-catalyzed heck coupling-hydrogenation: Highly efficient one-pot synthesis of dibenzyls and alkyl phenyl esters
Kantam, M. Lakshmi,Chakravarti, Rajashree,Chintareddy, Venkat Reddy,Sreedhar,Bhargava, Suresh
supporting information; experimental part, p. 2544 - 2550 (2009/08/14)
An efficient method for the synthesis of industrially important dibenzyls and alkyl phenyl esters via sequential Heck coupling and hydrogenation of the alkenyl double bond in one pot with a single recyclable catalyst under mild conditions has been realised. The catalyst was recovered by simple filteration and reused for several cycles with consistent activity.
From Dichlorocyclopropanes to Furans and Cyclopentadienes via Vinylcarbenes
Mueller, Paul,Pautex, Nicole
, p. 1630 - 1637 (2007/10/02)
Base-induced elimination of dichlorocarbene adducts 2 to 9-alkoxyphenanthrenes 1 leads to furans 6, presumably via cyclopropenes 3 which undergo rearrangement to vinylcarbenes 4 and C-H insertion.By the same sequence, the 9-substituted alkylphenanthrene a
Approaches to 1H-Cyclopropaphenanthrenes. Eliminations with 1a,9b-Dihydro-1H-cyclopropaphenanthrene Derivatives
Mueller, Paul,Thi, Huong Can Nguyen,Pfyffer, Jean
, p. 855 - 864 (2007/10/02)
Base-induced elimination of the sulfonium salt 2i in the presence of furan affords the addition products 7 and 8, derived from 1H-cyclopropaphenathrene (1) and the isomeric cyclopropene 5a (Scheme 3).Upon oxidation, the selenide 2c yields phenanthrene-9-methanol (9), presumably via 1.No evidence for the intermediate 1 is obtained from sulfoxide pyrolysis with 2e, which leads to products formed by radical pathways (Scheme 5).Reductive elimination of the disulfone 3b gives half-reduction to monosulfone 2g and complete reduction to cyclopropane 2 as well as 9-methylphenanthrene (15), but no evidence for the intermediate 1.
