Palladium-catalysed direct arylation of thiophenes tolerant to silyl groups.
نویسندگان
چکیده
The palladium catalysed 5-arylation of 2-(trimethylsilyl)thiophene with aryl bromides via C-H bond functionalisation allows the synthesis of arylated silylthiophenes in only one step.
منابع مشابه
Hindered aryl bromides for regioselective palladium-catalysed direct arylation at less favourable C5-carbon of 3-substituted thiophenes
The use of the congested aryl bromide 2-bromo-1,3-dichlorobenzene as coupling partner allows to modify the regioselectivity of the arylation of 3-substituted thiophene derivatives in favour of carbon C5. The coupling of this aryl bromide with a variety of 3-substituted thiophenes gave in all cases the desired 5-arylation products in moderate to good yields using only 0.5 mol % of a phosphine-fr...
متن کاملRegiocontroled Pd-catalysed C5-arylation of 3-substituted thiophene derivatives using a bromo-substituent as blocking group
The use of a bromo-substituent as blocking group at the C2-position of 3-substituted thiophenes allows the regioselective introduction of aryl substituents at C5-position via Pd-catalysed direct arylation. With 1 mol % of a phosphine-free Pd catalyst, KOAc as the base and DMA as the solvent and various electron-deficient aryl bromides as aryl sources, C5-(hetero)arylated thiophenes were synthes...
متن کاملSynthesis of indole-annulated sulfur heterocycles using copper-catalysed C-N coupling and palladium-catalysed direct arylation.
A simple and efficient method for the synthesis of biologically relevant 5H-benzo[4,5][1,3]thiazino[3,2-a]indoles and 5,7-dihydroisothiochromeno[3,4-b]indoles has been developed via intramolecular copper catalysed Ullmann-type C-N coupling and palladium catalysed direct arylation from the corresponding precursors 2-(2-bromobenzylthio)-1H-indole and 2-(2-bromobenzylthio)-1-methyl-1H-indole, resp...
متن کاملA straightforward access to photochromic diarylethene derivatives via palladium-catalysed direct heteroarylation of 1,2-dichloroperfluorocyclopentene.
A novel and efficient palladium-catalysed direct di-heteroarylation of 1,2-dichloroperfluorocyclopentene with a variety of heteroarenes is reported, giving rise to 1,2-di(heteroaryl)ylperfluorocyclopentene photochromic compounds. The reaction proceeds with thiazoles, thiophenes or furan derivatives and tolerates various substituents.
متن کاملSynthesis of α-indanones via intramolecular direct arylation with cyclopropanol-derived homoenolates.
A palladium-catalysed, tandem cyclopropanol rearrangement and direct arylation approach for the synthesis of 1-indanones is reported. The reaction is generally high yielding, uses oxygen as the terminal oxidant and tolerates a range of functional groups on the aryl ring.
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 47 6 شماره
صفحات -
تاریخ انتشار 2011