Details

Autor(en) / Beteiligte

• Wu, Chaofei
• Wan, Junlin
• Song, Chao
• He, Lingchen
• Liu, Hongxin
• Li, Xinhua
• Li, Juan
• Hu, Xin-Gen
• Xiao, Hong-Ping
• Jiang, Jun

Titel

Yb(OTf) catalyzed [1,3]-rearrangement of 3-alkenyl oxindoles

Ist Teil von

• Organic & biomolecular chemistry, 2021-12, Vol.2 (1), p.122-126

Erscheinungsjahr

2021

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A Yb(OTf) 3 catalyzed [1,3]-rearrangement of 3-alkenyl oxindoles was achieved, affording a variety of multifunctional 3-ylideneoxindoles with good yields and Z / E selectivities (64%-89% yield, 78 : 22->99 : 1 Z / E ). Importantly, an operationally simple, one-pot sequential catalytic synthesis of 3-ylideneoxindoles was also developed. Additionally, a cross [1,3]-rearrangement experiment and nonracemic transformation were also carried out, which indicated a concerted rearrangement mechanism of this methodology. An efficient Yb(OTf) 3 catalyzed [1,3]-rearrangement of 3-alkenyl oxindoles was developed, affording diverse 3-ylideneoxindoles in good yield and Z / E selectivity. Besides, a one pot, sequential catalytic version was also achieved under mild condition.