4022-41-7Relevant academic research and scientific papers
Pd-catalyzed allylative dearomatisation using Grignard reagents
Boldrini, Cosimo,Harutyunyan, Syuzanna R.
, p. 11807 - 11810 (2021/11/30)
Pd-catalyzed allylative dearomatisation of naphthyl halides is shown to be feasible by employing Grignard reagents. The high reactivity of the nucleophile allows for fast reactions and low catalyst loading, while a plethora of successfully substituted compounds illustrate the broad scope. Five membered heteroaromatic compounds are also demonstrated to be reactive under similar conditions.
Pd-catalyzed C4-Dearomative Allylation of Benzyl Ammoniums with Allyltributylstannane
Kayashima, Yuki,Komatsuda, Masaaki,Muto, Kei,Yamaguchi, Junichiro
supporting information, p. 836 - 839 (2020/07/23)
A dearomative C4-allylation of benzyl ammoniums with allyltributylstannane by a palladium catalysis is described. A triarylphosphine-ligated palladium catalyst, which is capable of cleaving benzylic CN bonds, realized facile dearomative reactions with C4 selectivity. Combined with precedented C2- A nd C3-selective functionalizations of benzyl amine derivatives, the present reaction can provide a new synthetic option for the synthesis of multi-substituted alicyclic compounds as well as aromatic compounds.
Propargylic and allenic carbocycle synthesis through palladium-catalyzed dearomatization reaction
Peng, Bo,Feng, Xiujuan,Zhang, Xin,Zhang, Sheng,Bao, Ming
supporting information; experimental part, p. 2619 - 2627 (2010/06/17)
The dearomatization reaction of benzylic chlorides (1a?k), chloromethylnaphthalenes (1l?r), and naphthalene allyl chlorides (3a?d) with allenyltributyltin proceeded smoothly in the presence of Pd(PPh 3)4 catalyst at room temperature to give the corresponding propargylated and/or allenylated dearomatization products (5, 5′; 6, 6′; and 7, respectively) in high to fair yields. The reaction of 1a?k proceeded smoothly in the presence of TBAF, whereas it was not necessary to use TBAF as an additive in the reactions of 1l?k and 3a?d. These reactions provided a new and efficient method for the synthesis of propargylic and allenic carbocycles.
