Citation: Wu Yi, Xiao Yuanjing, Zhang Junliang. BCl₃ Mediated Borylative Cyclization of 2-(1-Alkynyl)-2-alken-1-ones[J]. Chinese Journal of Organic Chemistry, ;2020, 40(11): 3908-3915. doi: 10.6023/cjoc202005025 shu

BCl₃ Mediated Borylative Cyclization of 2-(1-Alkynyl)-2-alken-1-ones

Wu Yi ^a ,
Xiao Yuanjing ^a,, ,
Zhang Junliang ^a,b,,

a.
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062
b.
Department of Chemistry, Fudan University, Shanghai 200438

Corresponding author: Xiao Yuanjing, yjxiao@chem.ecnu.edu.cn Zhang Junliang, jlzhang@chem.ecnu.edu.cn
Received Date: 10 May 2020
Revised Date: 8 June 2020
Available Online: 30 June 2020
Fund Project: the National Natural Science Foundation of China 21372084the Program for Changjiang Scholars and Innovative Research Team in University of Ministry of Education and the National Basic Research Program of China 973 Programthe Program for Changjiang Scholars and Innovative Research Team in University of Ministry of Education and the National Basic Research Program of China 2015CB-856600the National Natural Science Foundation of China 21871093the National Natural Science Foundation of China 21425205Project supported by the National Natural Science Foundation of China (Nos. 21372084, 21425205, 21871093), the Program for Changjiang Scholars and Innovative Research Team in University of Ministry of Education and the National Basic Research Program of China (973 Program, No. 2015CB-856600)

Figures(4)

A metal-free, BCl₃ mediated borylative cyclization of 2-(1-alkynyl)-2-alken-1-ones leading to synthetic valuable multi-functionalized naphthalene boronates in one step was developed. The boronate functionality present in the product provides many opportunities for derivatization. The salient features of this reaction include moderate to good yields, gram-scale synthesis and diverse synthetic transformations. In the meantime, the new synthetic applications of 2-(1-alkynyl)-2-alken-1-ones have been developed.
- metal free,
- borylative,
- cycliazation,
- naphthalene boronates,
- transformations
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BCl3 Mediated Borylative Cyclization of 2-(1-Alkynyl)-2-alken-1-ones

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BCl₃ Mediated Borylative Cyclization of 2-(1-Alkynyl)-2-alken-1-ones