Cyclizative radical carbonylations of azaenynes by TTMSS and hexanethiol leading to α-silyl- and thiomethylene lactams. Insights into the E/Z stereoselectivities

Mami Tojino, Noboru Otsuka, Takahide Fukuyama, Hiroshi Matsubara, Carl H. Schiesser, Hiroki Kuriyama, Hironari Miyazato, Satoshi Minakata, Mitsuo Komatsu and Ilhyong Ryu

Org. Biomol. Chem., 2003, 1, 4262
DOI: 10.1039/B309944J

An ab initio and DFT study of some halogen atom transfer reactions from alkyl groups to acyl radical

Hiroshi Matsubara, Ilhyong Ryu and Carl H. Schiesser

Org. Biomol. Chem., 2007, 5, 3320
DOI: 10.1039/b710449a

Radical carbonylation of ω-alkynylamines leading to α-methylene lactams. Synthetic scope and the mechanistic insights

Ilhyong Ryu, Takahide Fukuyama, Mami Tojino, Yoshitaka Uenoyama, Yuka Yonamine, Nozomi Terasoma and Hiroshi Matsubara

Org. Biomol. Chem., 2011, 9, 3780
DOI: 10.1039/c1ob05145h

Unexpected dual orbital effects in radical addition reactions involving acyl, silyl and related radicals

Carl H. Schiesser, Hiroshi Matsubara, Ina Ritsner and Uta Wille

Chem. Commun., 2006, 1067
DOI: 10.1039/b515330a

An ab initio and DFT study of radical addition reactions of imidoyl and thioyl radicals to methanimine

Sara H. Kyne, Carl H. Schiesser and Hiroshi Matsubara

Org. Biomol. Chem., 2011, 9, 3217
DOI: 10.1039/c1ob05105a

Copper-catalyzed three-component reaction of N-heteroaryl aldehydes, nitriles, and water

Hanyang Bao, Bingwei Zhou, Hongwei Jin and Yunkui Liu

Org. Biomol. Chem., 2019, 17, 5021
DOI: 10.1039/C9OB00599D

Intramolecular nucleophilic carbonyl trapping of α-ketenyl radicals by an amino group

Mami Tojino, Yoshitaka Uenoyama, Takahide Fukuyama and Ilhyong Ryu

Chem. Commun., 2004, 2482
DOI: 10.1039/B408746A

Radicals masquerading as electrophiles: a computational study of the intramolecular addition reactions of acyl radicals to imines

Hiroshi Matsubara, Chantal T. Falzon, Ilhyong Ryu and Carl H. Schiesser

Org. Biomol. Chem., 2006, 4, 1920
DOI: 10.1039/b603024f

A comparison of orbital interactions in the additions of phosphonyl and acyl radicals to double bonds

Elizabeth H. Krenske and Carl H. Schiesser

Org. Biomol. Chem., 2008, 6, 854
DOI: 10.1039/b714597g

Electrochemical Synthesis of Imidazo‐Fused N‐Heteroaromatic Compounds through a C−N Bond‐Forming Radical Cascade

Zhong‐Wei Hou, Zhong‐Yi Mao, Yared Yohannes Melcamu, Xin Lu and Hai‐Chao Xu

Angewandte Chemie, 2018, 130, 1652
DOI: 10.1002/ange.201711876

Alkyne Carbonylation by Radicals: Tin‐Radical‐Catalyzed Synthesis of α‐Methylene Amides from 1‐Alkynes, Carbon Monoxide, and Amines

Yoshitaka Uenoyama, Takahide Fukuyama, Osamu Nobuta, Hiroshi Matsubara and Ilhyong Ryu

Angewandte Chemie, 2005, 117, 1099
DOI: 10.1002/ange.200461954

Alkyne Carbonylation by Radicals: Tin‐Radical‐Catalyzed Synthesis of α‐Methylene Amides from 1‐Alkynes, Carbon Monoxide, and Amines

Yoshitaka Uenoyama, Takahide Fukuyama, Osamu Nobuta, Hiroshi Matsubara and Ilhyong Ryu

Angew Chem Int Ed, 2005, 44, 1075
DOI: 10.1002/anie.200461954

Radicals in organic synthesis. Part 1

Gareth J. Rowlands

Tetrahedron, 2009, 65, 8603
DOI: 10.1016/j.tet.2009.07.001

Broad-Spectrum Radical Cyclizations Boosted by Polarity Matching. Carbonylative Access to α-Stannylmethylene Lactams from Azaenynes and CO

Ilhyong Ryu, Hironari Miyazato, Hiroki Kuriyama, Kazutoshi Matsu, Mami Tojino, Takahide Fukuyama, Satoshi Minakata and Mitsuo Komatsu

J. Am. Chem. Soc., 2003, 125, 5632
DOI: 10.1021/ja034896u

Electrochemical Synthesis of Imidazo‐Fused N‐Heteroaromatic Compounds through a C−N Bond‐Forming Radical Cascade

Zhong‐Wei Hou, Zhong‐Yi Mao, Yared Yohannes Melcamu, Xin Lu and Hai‐Chao Xu

Angew Chem Int Ed, 2018, 57, 1636
DOI: 10.1002/anie.201711876

Applications of Radical Carbonylation and Amine Addition Chemistry: 1,4-Hydrogen Transfer of 1-Hydroxylallyl Radicals

Hiroshi Matsubara, Takuji Kawamoto, Takahide Fukuyama and Ilhyong Ryu

Acc. Chem. Res., 2018, 51, 2023
DOI: 10.1021/acs.accounts.8b00278

Does the Neophyl-like Rearrangement Play a Decisive Role in Intramolecular Cyclization of Iminyl Radicals? A Combined Quantum Chemistry and Numerical Simulation Investigation of the Cyclization Mechanism and Product Distributions of Bicyclic 2-Allyl-2-methyl-2,3-dihydro-1H-inden-1-iminyl Radical and Several Iminyl Model Compounds

Lang Yuan, Cai-Xin Jia, Hong-Jie Qu, Yu-Juan Chi and Hai-Tao Yu

J. Org. Chem., 2019, 84, 2721
DOI: 10.1021/acs.joc.8b03134

A Theoretical Study on Reduction of Acyl Radicals with Borohydride Anions

Takuji Kawamoto, Hiroshi Matsubara and Ilhyong Ryu

Chemistry Letters, 2014, 43, 1140
DOI: 10.1246/cl.140370

Application of Acyl Radical in Total Synthesis of Natural Products

Ying Xie, Shaomin Fu and Bo Liu

Chinese Journal of Organic Chemistry, 2025, 45, 852
DOI: 10.6023/cjoc202409033

Radicals Masquerading as Electrophiles: Dual Orbital Effects in Nitrogen-Philic Acyl Radical Cyclization and Related Addition Reactions

Carl H. Schiesser, Uta Wille, Hiroshi Matsubara and Ilhyong Ryu

Acc. Chem. Res., 2007, 40, 303
DOI: 10.1021/ar600015v

Multiorbital Interactions during Acyl Radical Addition Reactions Involving Imines and Electron-Rich Olefins

Sara H. Kyne, Carl H. Schiesser and Hiroshi Matsubara

J. Org. Chem., 2008, 73, 427
DOI: 10.1021/jo701825y

Radical and Radical–Ionic Multicomponent Processes

Edouard Godineau and Yannick Landais

Chemistry A European J, 2009, 15, 3044
DOI: 10.1002/chem.200802415

Selective 6-endo Cyclization of the Acyl Radicals onto the Nitrogen of Imine and Oxazoline C−N Bonds

Mami Tojino, Noboru Otsuka, Takahide Fukuyama, Hiroshi Matsubara and Ilhyong Ryu

J. Am. Chem. Soc., 2006, 128, 7712
DOI: 10.1021/ja0623865

Acyl radical addition to benzene and related systems—a computational study

Ruth I.J. Amos, Jason A. Smith, Brian F. Yates and Carl H. Schiesser

Tetrahedron, 2010, 66, 7600
DOI: 10.1016/j.tet.2010.07.041

Carbon‐Centered Radical Addition to C=X Bonds for C−X Bond Formation

Dong Liu, Chao Liu and Aiwen Lei

Chemistry An Asian Journal, 2015, 10, 2040
DOI: 10.1002/asia.201500326

Free-Radical-Mediated [2 + 2 + 1] Cycloaddition of Acetylenes, Amidines, and CO Leading to Five-Membered α,β-Unsaturated Lactams

Takahide Fukuyama, Nao Nakashima, Takuma Okada and Ilhyong Ryu

J. Am. Chem. Soc., 2013, 135, 1006
DOI: 10.1021/ja312654q

Switchable Radical Carbonylation by Philicity Regulation

Bin Lu, Minghao Xu, Xiaotian Qi, Min Jiang, Wen-Jing Xiao and Jia-Rong Chen

J. Am. Chem. Soc., 2022, 144, 14923
DOI: 10.1021/jacs.2c06677

Computational Studies of Reactions Involving Acyl Radicals

Hiroshi Matsubara

J. Synth. Org. Chem. Jpn., 2014, 72, 1018
DOI: 10.5059/yukigoseikyokaishi.72.1018

Curiosity-Driven Research on Acyl Radicals

Ilhyong Ryu

J. Syn. Org. Chem., Jpn., 2016, 74, 826
DOI: 10.5059/yukigoseikyokaishi.74.826

Theoretical Study on the Isomerization Behavior between α,β-Unsaturated Acyl Radicals and α-Ketenyl Radicals

Hiroshi Matsubara, Ilhyong Ryu and Carl H. Schiesser

J. Org. Chem., 2005, 70, 3610
DOI: 10.1021/jo047868i