The Journal of Organic Chemistry

The Halogen-activated Smiles rearrangement. 2

DM Schmidt, GE Bonvicino

Index: Schmidt, Diane M.; Bonvicino, Guido E. Journal of Organic Chemistry, 1984 , vol. 49, # 9 p. 1664 - 1666

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Citation Number: 23

Abstract

Therefore the" direct" cyclization of 4 to 1 involves the critical rearranged intermediates 5 (isolated as 6); ie, the sequence is 4[5]-1. The isolation and cyclization of the diphenylamines 6 (from the Smiles rearrangement of isomers 4) confirms that the syntheses of the phenoxazines 1 are unambiguous and show that direct cyclization of the diary1 ethers 4 do not occur under the conditions of the reactions.