Palladium-catalyzed dearomative cyclization by a norbornene-mediated sequence: a route to spiroindolenine derivatives.
نویسندگان
چکیده
The first palladium-catalyzed dearomative cyclization via a modified Catellani-type C-H functionalization has been realized. The new strategy led to a series of spiroindolenine derivatives bearing an all-carbon quaternary spirocenter from simple aryl halides and substituted indoles.
منابع مشابه
Palladium-catalyzed ring opening of norbornene: efficient synthesis of methylenecyclopentane derivatives.
The first palladium-catalyzed ring opening of norbornene to prepare methylenecyclopentane derivatives has been established. The process, which uses readily available aryl iodides, tosylhydrazones and norbornene as starting materials, likely takes place via tandem Heck-type coupling, palladium carbene migratory insertion, C-C bond cleavage and the β-hydride elimination pathway in a single synthe...
متن کاملCombined directed ortho-zincation and palladium-catalyzed strategies: Synthesis of 4,n-dimethoxy-substituted benzo[b]furans
A new route to regioselectively dialkoxy-functionalized benzo[b]furan derivatives has been developed from 3-halo-2-iodoanisoles bearing an additional methoxy group, which have been accessed through an ortho-zincation/iodination reaction. Two palladium-catalyzed processes, namely a Sonogashira coupling followed by a tandem hydroxylation/cyclization sequence, give rise to new and interesting dime...
متن کاملPalladium(0)-catalyzed intramolecular dearomative arylation of pyrroles.
The palladium(0)-catalyzed dearomative arylation of pyrroles has been accomplished to afford the spironaphthalenepyrrole derivatives in good to excellent yields.
متن کاملEfficient syntheses of (-)-crinine and (-)-aspidospermidine, and the formal synthesis of (-)-minfiensine by enantioselective intramolecular dearomative cyclization.
Polycyclic alkaloids bearing all-carbon quaternary centers possess a diversity of biological activities and are challenging targets in natural product synthesis. The development of a general and asymmetric catalytic method applicable to the efficient syntheses of a series of complex polycyclic alkaloids remains highly desirable in synthetic chemistry. Herein we describe an efficient palladium-c...
متن کاملRuthenium- and palladium-catalyzed consecutive coupling and cyclization of aromatic sulfoximines with phenylboronic acids: an efficient route to dibenzothiazines.
A ruthenium-catalyzed ortho arylation of aromatic sulfoximines with aromatic boronic acids followed by intramolecular cyclization in the presence of a palladium catalyst, providing dibenzothiazine derivatives in two consecutive steps, is described.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 51 94 شماره
صفحات -
تاریخ انتشار 2015