125796-53-4Relevant academic research and scientific papers
Synthesis of 3-alkylcoumarins from salicylaldehydes and α,β-unsaturated aldehydes utilizing nucleophilic carbenes: A new umpoled domino reaction
Toraeng, Jakob,Vanderheiden, Sylvia,Nieger, Martin,Braese, Stefan
, p. 943 - 952 (2008/02/13)
Starting from salicylaldehydes and α,β-unsaturated aldehydes, a new coumarin synthesis in ionic liquids is presented. The key feature is the generation of N-heterocyclic carbenes (NHC) and an Umpolung reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Synthesis of fused furans by gas-phase pyrolysis of 2-allyloxyaryl-propenoic esters
Black, Michael,Cadogan,McNab, Hamish,MacPherson, Andrew D.,Roddam, V. Peter,Smith, Carol,Swenson, Helen R.
, p. 2483 - 2493 (2007/10/03)
Flash vacuum pyrolysis of 2-allyloxypropenoic esters (e.g. 7) gives benzo[b]furans (e.g. 32) in synthetically useful yields by sequential generation of a phenoxyl radical, cyclisation and ejection of the carboxylic ester function as a free radical leaving group. The method is compatible with a range of substituents on either the benzene ring or the propenoate chain, and is particularly effective for 2-substituted benzo[b]furans. The natural products 5-methoxybenzo[b]furan 1 and angelicin 2 have been synthesised in three and four steps respectively from commercially available starting materials by this route. Related cyclisations to give naphtho[2,1-b]furan 40 were complicated by competitive formation of naphtho[2,1-b]pyran-3-ones (e.g. 41 and 42), but the yield of the required product could be optimised by the choice of the radical precursor. Annelation of a furan ring onto a thlophene is also possible by this method, but lower yields are obtained in such pyrolyses.
A One Step General Synthesis of 3-Benzylcoumarins
Deshmukh, Sanjay Y.,Kelkar, Shriniwas L.,Wadia, Murzban S.
, p. 855 - 863 (2007/10/02)
Reaction od a preformed complex of the amides (2a-c) and POCl3 with substituted salicylaldehydes yielded 3-benzylcoumarins in one step and in good yields.
A CONVINIENT SYNTHESIS OF 3-BENZYL-4-SUBSTITUTED COUMARINS AND THEIR BENZO DERIVATIVES
Britto, Nirmala,Gore, Vinayak G.,Mali, R. S.,Ranade, A. C.
, p. 1899 - 1910 (2007/10/02)
It is reported in the literature that alkylation of simple (unsubstituted) phosphorane with alkyl halide in ethyl acetate leads to equimolar mixture of alkylated phosphorane and salt of the unsubstituted phosphorane.Here we report exclusive formation of a
