报告题目：Transformation and Construction of Amide Bonds

报告人：Sunwoo Lee（全南大学教授）

邀请人：黄良斌 教授

报告时间：2026年11月6日（星期五）下午2：30—3：30

报告地点：五山校区逸夫工程馆105会议室

主办单位：化学与化工学院

报告人简介：

Sunwoo Lee is a Professor in the Department of Chemistryat Chonnam National University. He received his Ph.D. in Chemistry from POSTECHin 1999, followed by postdoctoral research at Yale University under thesupervision of Prof. John F. Hartwig. From 2001 to 2004, he worked as a SeniorResearcher at LG Chem. He joined the Department of Chemistry at ChonnamNational University in 2004 and was a Visiting Scholar at the University ofCalifornia, Berkeley from 2014 to 2015. He has served as President of theKorean Society of Organic Synthesis (KSOS) since January 2026. His researchfocuses on synthetic organic methodology and catalytic transformations. Usingtransition metal catalysis, photochemistry, and electrochemistry as the foundation,his work is dedicated to the activation of amide C–N bonds and novel syntheticstrategies, photochemical reduction of nitroarenes, electrochemical nitrogenfixation, as well as the synthesis of osteoporosis therapeutics andpharmaceutical precursors. He has published numerous academic papers ininternationally renowned journals such as J. Am. Chem. Soc., Chem. Eur. J.,Org. Lett., and Adv. Synth. Catal.

报告摘要：

Amide bonds are ubiquitous inpharmaceuticals, natural products, and materials, yet resonance stabilizationrenders them notoriously inert, while their construction still relies onstoichiometric, wasteintensive coupling reagents. This lecture addresses bothchallenges. First, I will describe the transformation of unactivated amides,including Ni-catalyzed direct transamidation of secondary amides, metal-freeconversion to primary amides using ammonium carbonate, and Ni-catalyzedamideto-ester conversion.1Second, I will present new routes to amide bonds:reductive transamidation of nitroarenes with N-acyl saccharins andlight-assisted,2 Pd-catalyzed aminocarbonylation of aryl iodides withnitroarenes.3 Finally, I will introduce an unexpected discovery:dichloromethane, the most common laboratory solvent, serves as a couplingreagent for the direct amidation of carboxylic acids in  DMSO.4,5 This operationally simple protocolaccommodates diverse acids and amines, is compatible with chiral substrates,and proceeds on gram scale with DMSO recovery. It also compares favorably withconventional acid chloride and HATU methods in process mass intensity andE-factor. Mechanistic studies shed light on the reactive intermediates, and thestrategy further extends to acyl hydrazides, 3- amino-1,2,4-oxadiazoles, andesters.

References

1.Rajamanickam, K. R.; Rajan, R. P. S.; Pootheri, N.;Lee, C.-F.; Lee, S. Eur. J. Org. Chem. 2025, 28, e202500210

2.Rajamanickam, K. R.; Park, M.; Park, K.; Lee, S. Adv.Synth. Catal. 2025, 367, e202401574

3.Park, M.; Rajamanickam, K. R.; Lee, S. Org. Lett. 2025,27, 6617.

4.Pootheri, N.; Umar, A. H.; Lee, S. J. Am. Chem. Soc. 2026,148, 28733.

5.Pootheri, N.; Lee, S. Org. Lett. 2026, 28, 12389