Development of nickel-catalyzed Mizoroki-Heck reactions

• Project/Area Number: 20590009
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: Nagoya City University
• Principal Investigator: IKEDA Shin-Ichi Nagoya City University, 大学院・薬学研究科, 准教授 (90254309)
• Project Period (FY): 2008 – 2010
• Project Status: Completed (Fiscal Year 2010)
• Budget Amount: ¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000); Fiscal Year 2010: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000); Fiscal Year 2009: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000); Fiscal Year 2008: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
• Keywords: ニッケル / 溝呂木-ヘック反応 / ドミノ反応 / β-酸素脱離 / 切断 / β-炭素素脱離 / ドミノ

Research Abstract

Ni-catalyzed Mizoroki-Heck-type reaction with alkyne-tethered allyl alcohols which included selective β-elimination of a C-OH bond was accomplished. The β-OH elimination proceeded in preference to β-H elimination for a (σ-alkyl) nickel intermediate which has both H and OH on the same β-carbon to the Ni center.

Research Products

• [Presentation] ニッケル触媒存在下、β-炭素脱離を伴うドミノ反応 (2009)
  • Author(s): 池田慎一
  • Organizer: 第40回中部化学関係学協会支部連合秋季大会
  • Place of Presentation: 岐阜大学
  • Year and Date: 2009-11-08
• [Presentation] ニッケル触媒存在によるエノン、アルキン、アリルアルコール類のドミノカップリング (2008)
  • Author(s): 松山悠里子, 池田慎一, 白井直洋, 小田嶋和徳
  • Organizer: 第39回中部化学関係学協会支部連合秋季大会 2F14
  • Place of Presentation: 名古屋
  • Year and Date: 2008-11-09
• [Presentation] Nickel-Catalyzed Mizoroki-Heck-Type Reaction with Alkyne-Tethered Allyl Alcohols and Enones via β-syn-Elimination of C-OH Bond (2008)
  • Author(s): 池田慎一
  • Organizer: 有機反応研究会
  • Place of Presentation: 大阪
  • Year and Date: 2008-06-07