Cu(OTf)2‐Catalyzed Aerobic Cycloisomerization of Alkenyl Sulfones to Furans Using (E)‐β‐Chlorovinyl Ketones and Sodium Sulfinates. Issue 20 (6th September 2022)

• Record Type: Journal Article
• Authors: Bhatt, Divya; Young Kim, Hun; Oh, Kyungsoo
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 20(2022)
• Page Start: 3617
• Page End: 3621
• Publication Date: 2022-09-06
• Subjects: Aerobic Reaction -- Copper Catalysis -- Cycloisomerization -- Sulfonylfurans -- Sodium Sulfinates; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202200776
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Sodium sulfinate addition to ( E )‐β‐chlorovinyl ketones followed by the aerobic cycloisomerization of alkenyl sulfone intermediates has been established for the synthesis of 3‐sulfonyl furans. The optimal cycloisomerization catalyst system was identified to be Cu(OTf)2, where molecular oxygen acts as a terminal oxidant. With three points of structural variation in both β‐chlorovinyl ketones and sodium sulfinates, the current aerobic cycloisomerization strategy allows the synthesis of highly functionalized and substituted furan derivatives. Abstract :