1-imino and 1,1-diimino derivatives of 3,4-di-tert-butylthiophene

Add time:09/24/2019    Source:sciencedirect.com

The reaction of 3,4-di-tert-butylthiophene (2) with N-[(p-tolylsulfonyl)imino]-phenyliodinane (TsN=IPh) in the presence of Cu(MeCN)4PF6 in MeCN at room temperature provided 3,4-di-tert-butyl-1-[(p-tolylsulfonyl)imino]-1,1-dihydrothiophene (3), 3,4-di-tert-butyl-1,1-bis[(p-tolylsulfonyl)imino]-1,1-dihydrothiophene (4), and 1-(p-tolylsulfonyl)-3,4-di-tert-butylpyrrole (5) as the principal products. The use of 2 in a large excess gave 3 in a better yield of 61%. Results of the X-ray crystallographic analyses of 3 and 4 are also reported.

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