Abstract:

Aim Syntheses of benzodioxane neolignans. Method The S_N2 reaction and Corey-Fuchs reaction was used to synthesize Rodgersinine A, 4-[3-methyl-7-[(E)-1-propenyl-2, 3-dihydro-1, 4-benzodioxin-2-yl]-1, 2-benzenediol (1) and Rodgersinine B, 4-[3-methyl-7-(1-propynyl)-2, 3-dihydro-1, 4-benzodioxin-2-yl]-1, 2-benzenediol (2). Results Total synthesis of Rodgersinine A and B was first completed. Conclusion A useful method for constructing benzodioxane neolignans by the S_N2 reaction is achieved.

Key words: Corey-Fuchs reaction, Corey-Fuchs reaction, Closed ring by acid, Closed ring by acid, SN2 reaction, SN2 reaction, Acetylenic functionality, Acetylenic functionality