Cyclofunktionalisierung von 2-Allyl-phenolen mit Schwefelchloriden. 2-Arylthiomethyl-2,3-dihydrobenzofurane aus 2-Allyl- und 2-Methallyl-phenolen und Arylsulfenylchloriden

Cyclofunctionalization of 2-Allyl-phenols with Sulfur Chlorides: Synthesis of 2-Arylthiomethyl-2,3-dihydrobenzofurans by Reaction of 2-Allyl- and 2-Methallyl-phenols, Respectively, and Arylsulfenyl Chlorides Reactions of acetylamino substituted 2-allyl-phenols ( 1 and 2 ), and 2-methallyl-phenol ( 6 ), respectively, with different arylsulfenyl chlorides ( 3a—d ) yield the products of a cyclofunctionalization 5- or 7-acetylamino-2-arylthiomethyl-2,3-dihydrobenzofurans ( 4a–d ) or ( 5a–d ) and 7-acetylamino-2-arylthiomethyl-2-methyl-2,3-dihydrobenzofurans ( 7a–d ). The compounds 7 are the first examples of cyclofunctionalization of 2-methallylphenols by means of sulfur chlorides. The identification of the products was carried out by mass spectrometry, ¹H-n.m.r. spectroscopy and elemental analysis.