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DABCO-Catalyzed Reaction of 2-Naphthols with Aryl Isothiocyanates: Access to 2-Iminonaphtho-1,3-oxathioles.

2-Naphthols 1 were found to react with aryl isothiocyanates 2 to provide 2-iminonaphtho-1,3-oxathioles 3 in the presence of DABCO as a catalyst. When elemental sulfur was used, moderate to good… Click to show full abstract

2-Naphthols 1 were found to react with aryl isothiocyanates 2 to provide 2-iminonaphtho-1,3-oxathioles 3 in the presence of DABCO as a catalyst. When elemental sulfur was used, moderate to good yields of 3 could be achieved from a nearly equimolar mixture of two starting materials 1 and 2. Products 3 could also be formed in the absence of sulfur or an external oxidant. In the latter case, an additional equivalent of 2 was found to act as a dehydrogenating agent.

Keywords: catalyzed reaction; reaction naphthols; dabco catalyzed; aryl isothiocyanates; naphthols aryl; iminonaphtho oxathioles

Journal Title: Organic letters
Year Published: 2022

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