Tetrahedron letters

Pyrolytic chemistry of (1-isonaphthofuryl) methyl benzoate

PS Chen, CL Tai, CH Chou

Index: Chen, Ping-Shu; Tai, Chia-Liang; Chou, Chin-Hsing Tetrahedron Letters, 1998 , vol. 39, # 40 p. 7381 - 7384

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Citation Number: 2

Abstract

Flash vacuum pyrolysis of (1-isonaphthofuryl) methyl benzoate (6) at temperatures in the range 550–700° C and ca. 10− 2 torr gave methylenenaphthocyclobutenone (13), 3-ethynyl- 2-naphthaldehyde (14) and naphthocyclopentadienone (15). The mechanism for the formation of 13–15 is proposed to involve double migrations of the benzoate group into the isonaphthofuran ring.