- Pd-catalyzed allylative dearomatisation using Grignard reagents
-
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.
- Boldrini, Cosimo,Harutyunyan, Syuzanna R.
-
supporting information
p. 11807 - 11810
(2021/11/30)
-
- Pd-catalyzed C4-Dearomative Allylation of Benzyl Ammoniums with Allyltributylstannane
-
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.
- Kayashima, Yuki,Komatsuda, Masaaki,Muto, Kei,Yamaguchi, Junichiro
-
supporting information
p. 836 - 839
(2020/07/23)
-
- 1,2-butene and second hydrogen cyclo [α] naphtalenes new synthetic method
-
The invention discloses a novel synthetic method of 1,2-dihydro cyclobutene [alpha] naphthalene, which comprises the following steps that (1) 2-methylnaphthalene, paraformaldehyde, glacial acetic acid and hydrochloric acid are directly fed; heating and reaction are performed at 60-70 DEG C; a 1-chloromethane-2-methylnaphthalene crude product is prepared; (2) the obtained 1-chloromethane-2-methylnaphthalene crude product is subjected to reduced pressure distillation; unconverted 2-methylnaphthalene is removed; high-purity 1-chloromethane-2-methylnaphthalene is obtained; (3) high-purity 1-chloromethane-2-methylnaphthalene is added to a pyrolyzer for pyrolysis; a 1,2-dihydro cyclobutene [alpha] naphthalene crude product is obtained; and (4) the 1,2-dihydro cyclobutene [alpha] naphthalene crude product is dried, distilled, subjected to column chromatography and condensed; and a target product is obtained. Compared with the prior art, the method takes 2-methylnaphthalene as a basic raw material to prepare 1,2-dihydro cyclobutene [alpha] naphthalene by chloromethylation and pyrolysis cyclization, and is mild in synthetic condition, high in yield, very high in production value and good in industrial prospect.
- -
-
Paragraph 0054-0056
(2017/03/08)
-