Palladium-catalyzed benzylation of heterocyclic aromatic compounds.
نویسندگان
چکیده
Broadly applicable palladium-catalyzed heteroarene benzylation reactions are described with a focus on the most challenging heterocyclic classes under traditional benzylation techniques such as sulfur-containing heterocycles and those bearing functional groups that would be incompatible with reactions requiring Lewis acids and/or strong bases.
منابع مشابه
Palladium-catalyzed S-benzylation of unprotected mercaptobenzoic acid with benzyl alcohols in water.
Palladium-catalyzed S-benzylation of unprotected mercaptobenzoic acids with benzyl alcohols gave only S-benzylated mercaptobenzoic acids in good yields. Water may play an important role for the smooth generation of the (η(3)-benzyl)palladium species by activation of the hydroxyl group of the benzyl alcohol.
متن کاملPalladium-Catalyzed Allylation/Benzylation of H-Phosphinate Esters with Alcohols.
The Pd-catalyzed direct alkylation of H-phosphinic acids and hypophosphorous acid with allylic/benzylic alcohols has been described previously. Here, the extension of this methodology to H-phosphinate esters is presented. The new reaction appears general, although its scope is narrower than with the acids, and its mechanism is likely different. Various alcohols are examined in their reaction wi...
متن کاملThiazolium-derived N-heterocyclic carbene-catalyzed cross-coupling of aldehydes with unactivated imines.
Cross-coupling of aromatic aldehydes or benzoins with unactivated imines catalyzed by an N-heterocyclic carbene (NHC) affords alpha-amino ketones smoothly.
متن کاملPalladium-catalyzed regio- and chemoselective ortho-benzylation of C-H bond using a functionalizable primary amide directing group: a concise synthesis of dibenzo[b,e]azepin-6-ones.
A palladium-catalyzed regio- and chemoselective direct benzylation of primary benzamides with 2-bromobenzyl bromides under a mild basic condition has been developed affording various substituted diarylmethanes in good yields. Furthermore, the directing amide group (-CONH2) was subjected to intramolecular N-arylation with the aryl bromide moiety present in diarylmethanes leading to a concise syn...
متن کاملS-heterocyclic annelated perylene bisimide: synthesis and co-crystal with pyrene.
An S-heterocyclic annelated perylene bisimide (PBI) has been prepared from readily available tetrachloro-PBI by a one-step palladium-catalyzed reaction; when co-crystallized with pyrene it gives a unique columnar arrangement of 1 : 2 complexes.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Organic letters
دوره 11 18 شماره
صفحات -
تاریخ انتشار 2009