1401716-02-6Relevant articles and documents
Tandem Approach to Benzothieno- and Benzofuropyridines from o-Alkynyl Aldehydes via Silver-Catalyzed 6-endo-dig Ring Closure
Kumar, Sonu,Cruz-Hernández, Carlos,Pal, Shilpi,Saunthwal, Rakesh K.,Patel, Monika,Tiwari, Rakesh K.,Juaristi, Eusebio,Verma, Akhilesh K.
, p. 10548 - 10560 (2015)
An operationally simple silver-catalyzed tandem strategy for the synthesis of benzothienopyridines 7a-t and benzofuropyridines 8a-p by the reaction of o-alkynyl aldehyde 4a-t and 5a-p with tert-butylamine 6 under mild reaction conditions is described. The
Gold-Catalyzed Formal Cyclisation/Dimerization of Thiophene-Tethered Diynes
T?upova, Svetlana,Hansmann, Max M.,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
supporting information, p. 5716 - 5721 (2017/04/28)
A new pathway in dual gold-catalyzed reaction of thiophene-tethered diynes has been identified. A series of fully conjugated alkynyl-substituted benzothiophenes and benzofurans was obtained by a formal cyclisation/dimerization sequence. All the products are fluorescent, owing to their extended conjugation. The mechanistic studies have been carried out, suggesting that gold acetylides take part in this transformation.
NOVEL COMPOUNDS EXHIBITING PHOTOPHYSICAL PROPERTIES UPON FORMATION OF LEWIS ACID-BASE ADDUCTS USING NON-CHELATING BORANES, METHOD FOR PRODUCING THE SAME AND DEVICES INCLUDING THE SAME
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Page/Page column 36; 37, (2017/02/24)
The present invention relates to novel compounds exhibiting photophysical properties upon formation of Lewis acid-base adducts using non-chelating boranes and methods for producing the same as well as devices that include such Lewis acid-base adducts of the following general formula (I).
AgI-catalyzed cascade strategy: Regioselective access to diversely substituted fused benzimidazo[2,1-a]isoquinolines, naphthyridines, thienopyridines, and quinoxalines in water
Rustagi, Vineeta,Tiwari, Rakesh,Verma, Akhilesh Kumar
supporting information, p. 4590 - 4602 (2012/11/07)
An environmentally benign and operationally simple one-pot approach to the regioselective tandem synthesis of diversely substituted fused benzimidazo[2,1-a]isoquinolines, naphthyridines, thienopyridines, and quinoxalines from o-alkynylaldehydes and arylamines with tethered nucleophiles using AgI as catalyst in water is described. The reaction showed selective N-C bond formation on the more electrophilic alkynyl carbon, resulting in the regioselective 6-endo-dig cyclized products in good to excellent yields. The proposed mechanistic pathway for the synthesis of fused heterocycles proceeding through formation of ring A prior to ring B, which formed through a second intramolecular attack of the nitrogen onto the alkynyl carbon, was supported by mechanistic experiments and X-ray crystallographic studies of isolated intermediate U and cyclized product 5a. Comparative experiments showed the viability of intramolecular nucleophilic attack over intermolecular attack of an external nucleophile. This catalytic, green protocol has been efficiently applied for the bis-tandem cyclization in water. An eco-friendly, one-pot cascade approach to benzimidazoles and quinoxalines in water using AgNO 3 as catalyst from o-alkynyl aldehydes and amines with tethered nucleophiles, has been developed. Selective 6-endo-dig regioselectivity and structural diversity are accomplished in good yields with a range of substrates. X-ray crystallographic studies and mechanistic experiments are also presented. Copyright
