Details

Autor(en) / Beteiligte

• Hua, Hui-Liang
• He, Yu-Tao
• Qiu, Yi-Feng
• Li, Ying-Xiu
• Song, Bo
• Gao, Pin
• Song, Xian-Rong
• Guo, Dong-Hui
• Liu, Xue-Yuan
• Liang, Yong-Min

Titel

Copper-Catalyzed Difunctionalization of Activated Alkynes by Radical Oxidation-Tandem Cyclization/Dearomatization to Synthesize 3-Trifluoromethyl Spiro[4.5]trienones

Ist Teil von

• Chemistry : a European journal, 2015-01, Vol.21 (4), p.1468-1473

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2015

Link zum Volltext

Quelle

Wiley Online Library - AutoHoldings Journals

Beschreibungen/Notizen

• A copper‐catalyzed difunctionalizing trifluoromethylation of activated alkynes with the cheap reagent sodium trifluoromethanesulfinate (NaSO2CF3 or Langlois’ reagent) has been developed incorporating a tandem cyclization/dearomatization process. This strategy affords a straightforward route to synthesis of 3‐(trifluoromethyl)‐spiro[4.5]trienones, and presents an example of difunctionalization of alkynes for simultaneous formation of two carbon–carbon single bonds and one carbon–oxygen double bond. Spiro mania: A copper‐catalyzed difunctionalizing trifluoromethylation of activated alkynes with the cheap reagent NaSO2CF3 has been reported, affording a series of 3‐trifluoromethyl spiro[4.5]trienones through a tandem cyclization/dearomatization process. In this alkyne difunctionalization process, two carbon–carbon bonds and one carbon–oxygen double bond are simultaneously formed.