The preparation and reactions of naphtho [1, 2-c] furan and naphtho [2, 3-c] furan

JG Smith, PW Dibble, RE Sandborn

Index: Smith, James G.; Dibble, Peter W.; Sandborn, Richard E. Journal of Organic Chemistry, 1986 , vol. 51, # 20 p. 3762 - 3768

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Citation Number: 88

Abstract

ring junction, H, a and Hila, are substantially shielded in the exo adduct by the naphthalene ring current. The vinyl protons HB and HIO, which are remote from the naphthalene ring, appear at 6.87 ppm, very close to the shift of protons in p-benzoquinone itself (6.80 ppm). In the endo adduct, it is the vinyl protons which are found in the proximity of the angular naphthalene ring. One of these, HIO, is found 1.3 ppm upfield from its exo counterpart. ...