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References (12)
-
M. Hu, J.‐H. Fan, Y. Liu, R.‐J. Song, X.‐H. Ouyang, J.‐H. Li, J.‐K. Qiu, B. Jiang, Y.‐L. Zhu, W.‐J. Hao, D.‐C. Wang, J. Sun, P. Wei, S.‐J. Tu, G. Li, C. S. Gloor, F. Dénès, P. Renaud, X.‐D. An, Y.‐Y. Jiao, H. Zhang, Y. Gao, S. Yu, M. Ratushnyy, M. Parasram, Y. Wang, V. Gevorgyan, S. Wu, X. Wu, D. Wang, C. Zhu, S. Wu, X. Wu, Z. Wu, C. Zhu, T. Liu, C. Qu, J. Xie, C. Zhu, Y. Wan, T. Shang, Z. Lu, G. Zhu, C. Shu, J. Feng, H. Zheng, C. Cheng, Z. Yuan, Z. Zhang, X.‐S. Xue, G. Zhu, Z. Xiong, F. Zhang, Y. Yu, Z. Tan, G. Zhu, H. Li, L. Guo, X. Feng, L. Huo, S. Zhu, L. Chu, S. Xie, Y. Li, P. Liu, P. Sun, H. Zhu, T. Shang, Z. Lu, F. Luo, G. Zhu, L.‐J. Zhong, Y. Li, D.‐L. An, J.‐H. Li (2015)
Catalytic Dual 1,1‐H‐Abstraction/Insertion for Domino Spirocyclizations, 54
-
M. S. Kharasch, E. V. Jenson, W. H. Urry (1945)
Addition of Carbon Tetrachloride and Chloroform to Olefins, 102
-
L. M. Stateman, K. M. Nakafuku, D. A. Nagib, S. Sarkar, K. P. S. Cheung, V. Gevorgyan, H. Chen, S. Yu, W. Guo, Q. Wang, J. Zhu, B. Yue, X. Wu, C. Zhu (2018)
Remote C–H Functionalization via Selective Hydrogen Atom Transfer, 50
-
R. E. Barnett, W. P. Jencks (1969)
Diffusion‐Controlled and Concerted Base Catalysis in the Decomposition of Hemithioacetals, 91
-
G. Huang, J.‐T. Yu, C. Pan, L. Wang, T. Xu, Q. Rao, T.‐S. Zhang, W.‐J. Hao, S.‐J. Tu, B. Jiang, F. Geng, S. Wang, K. Song, W. Hao, B. Jiang, E. Heiba, I. Dessau, R. M. Free‐Radical Isomerization, M.‐Z. Lu, T.‐P. Loh, M. Ueda, N. Doi, H. Miyagawa, S. Sugita, N. Takeda, T. Shinada, O. Miyata, B. Chen, C. Fang, P. Liu, J. M. Ready, I. I. Roslan, H. Zhang, K.‐H. Ng, S. Jaenicke, G.‐K. Chuah, M. Kusakabe, K. Nagao, H. Ohmiya, Y. Liu, J.‐L. Zhang, R.‐J. Song, J.‐H. Li, J. Huang, Y.‐Y. Liang, X.‐H. Ouyang, Y.‐T. Xiao, J.‐H. Qin, R.‐J. Song, J.‐H. Li, Y.‐Y. Liang, J. Huang, X.‐H. Ouyang, J.‐H. Qin, R.‐J. Song, J.‐H. Li (1911)
Photocatalytic Biheterocyclization of 1,7‐Diynes for Accessing Skeletally Diverse Tricyclic 2‐Pyranones, 23
-
G. C. Fang, X. H. Bi, M.‐H. Huang, W.‐J. Hao, G. Li, S.‐J. Tu, B. Jiang, X. Ren, Z. Lu (2015)
Silver‐Catalysed Reactions of Alkynes: Recent Advances, 44
-
M. Parasram, P. Chuentragool, D. Sarkar, V. Gevorgyan, W. Jin, S. Yu, Y. Xia, K. Jana, A. Studer, L. M. Stateman, R. M. Dare, A. N. Paneque, D. A. Nagib (2016)
Photoinduced Formation of Hybrid Aryl Pd‐Radical Species Capable of 1,5‐HAT: Selective Catalytic Oxidation of Silyl Ethers into Silyl Enol Ethers, 138
-
M. N. C. Balili, T. Pintauer, Y.‐L. Su, L. Tram, D. Wherritt, H. Arman, W. Griffith (2011)
Photoinitiated Ambient Temperature Copper‐Catalyzed Atom Transfer Radical Addition (ATRA) and Cyclization (ATRC) Reactions in the Presence of Free‐Radical Diazo Initiator (AIBN), 40
-
L. Huang, L. Ye, X.‐H. Li, Z.‐L. Li, J.‐S. Lin, X.‐Y. Liu, S. Ni, W. Sha, L. Zhang, C. Xie, H. Mei, J. Han, Y. Pan, H. Sahoo, I. Ramakrishna, A. Mandal, M. Baidya, J. Yan, H. W. Cheo, W. K. Teo, X. Shi, H. Wu, S. B. Idres, L.‐W. Deng, J. Wu, Y. Yang, C. G. Daniliuc, A. Studer, N. Chalotra, I. H. Shah, S. Raheem, M. A. Rizvi, B. A. Shah (2016)
Stereoselective Radical Cyclization Cascades Triggered by Addition of Diverse Radicals to Alkynes to Construct 6(5)–6–5 Fused Rings, 18
-
S. J. Gharpure, S. K. Porwal (2009)
Topologically Driven Tandem Radical Cyclization‐Based Strategy for the Synthesis of Oxa‐ and Aza‐Cages, 50
-
Z. Cheng, P. Chen, G. Liu, C.‐Y. Wang, Z.‐Y. Qin, Y.‐L. Huang, R.‐X. Jin, Q. Lan, X.‐S. Wang, H. Chen, W. Jin, S. Yu (2019)
Enantioselective Cyanation of Remote C—H Bonds via Cooperative Photoredox and Copper Catalysis, 5
-
X. Nie, C. Cheng, G. Zhu, W. Jin, Y. Zhou, Y. Zhao, Q. Ma, L. Kong, G. Zhu, T. Shang, J. Zhang, Y. Zhang, F. Zhang, X.‐S. Li, G. Zhu, Y. Zhou, Y. Qin, Q. Wang, Z. Zhang, G. Zhu (2017)
Palladium‐Catalyzed Remote Aryldifluoroalkylation of Alkenyl Aldehydes, 56
- Publisher
- Wiley
- Copyright
- © 2022 SIOC, CAS, Shanghai, & WILEY‐VCH GmbH
- eISSN
- 1614-7065
- DOI
- 10.1002/cjoc.202200092
- Publisher site
- See Article on Publisher Site
Abstract
The first Cu‐catalyzed 1,2,5‐trifunctionalization of abundant terminal alkynes is realized by merging hydrogen atom transfer and traceless directing strategy with SR as a transient group, delivering highly functionalized aldehydes in moderate to excellent yields with broad substrate scope. The synthetic utility of this method was demonstrated by the gram‐scale reaction and downstream transformations of the resultant products. Given the high efficient installation of three different functional groups in a single reaction, it can serve as a very attractive method for rapidly assembling complex molecules from readily available starting materials.
Journal
Chinese Journal of Chemistry – Wiley
Published: Jul 15, 2022
Keywords: Radical reaction; Alkyne; Trifunctionalization; Hydrogen atom transfer; Copper