154417-86-4Relevant academic research and scientific papers
Synthesis of coumarin derivatives from 4-oxo-4H-1-benzopyran-3- carboxaldehyde via 3-(arylaminomethylene)chroman-2,4-dione
Bandyopadhyay, Chandrakanta,Ranabir Sur, Kumar,Patra, Ranjan,Sen, Arunabha
, p. 3583 - 3587 (2007/10/03)
K-10 Montmorillonite mediated condensation of aldehyde 1 with arylamine 2 affords chroman-2,4-dione 5 which gives tricoumarol 8 by acid hydrolysis, 4-arylamino-3-formylcoumarin 11 and 1-benzopyrano[4,3-b]quinoline 12 on heating with POCl3. 2000
Thermal ene reaction of 4-(2-alkenylamino)-3-formyl-2(2H)-chromenones
Kuroki,Kuroki, Yoshiaki,Akao,Akao, Ryosuke,Inazumi,Inazumi, Tomonori,Noguchi,Noguchi, Michihiko
, p. 1063 - 1072 (2007/10/02)
Intramolecular ene reaction of 4-(2-alkenylamino)-3-formyl-2(2H)- chromenones 7 involving carbonyl enophile proceeded stereoselectively to afford 5-hydroxychromen[3,4-b]-azepines 14. The intramolecular nucleophilic attack of hydroxy group to the enemine moiety in 14 gave 1,2-dihydro-2,4- ethanochromen[4,3-d][1,3]oxazin-5(4H,5H)-one derivatives 13 as final products. PM3 MO calculations of the process reveal that this ene reaction proceeds with two steps through an intermediate.
