Transition-metal free reactions of boronic acids: cascade addition – ring-opening of furans towards functionalized γ-ketoaldehydes

2016 ◽  
Vol 52 (14) ◽  
pp. 3018-3021 ◽  
Author(s):  
S. Roscales ◽  
A. G. Csákÿ
Keyword(s):  
Transition Metal ◽  
Ring Opening ◽  
Boronic Acids ◽  
Metal Free

We describe the first ring-opening of furfuryl alcohols with boronic acids to afford functionalized γ-ketoaldehydes.

Visible light-mediated transition metal-free esterification of amides with boronic acids

2020 ◽  
Vol 61 (43) ◽  
pp. 152444
Author(s):  
Hao Ding ◽  
Wan-Ying Qi ◽  
Jing-Song Zhen ◽  
Qiuping Ding ◽  
Yong Luo
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Boronic Acids ◽  
Metal Free

scholarly journals Transition-Metal-Free [3+2] Dehydration Cycloaddition of Donor-Acceptor Cyclopropanes With 2-Naphthols

2021 ◽  
Vol 9 ◽  
Author(s):  
Hua Zhao ◽  
Peng Shen ◽  
Dongru Sun ◽  
Hongbin Zhai ◽  
Yufen Zhao
Keyword(s):  
Transition Metal ◽  
Ring Opening ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Cyclization Reaction ◽  
Metal Free ◽  
Efficient Access ◽  
Donor Acceptor ◽  
Acid Catalyzed ◽  
Synthetic Application

A Brønsted acid-catalyzed domino ring-opening cyclization transformation of donor-acceptor (D-A) cyclopropanes and 2-naphthols has been developed. This formal [3+2] cyclization reaction provided novel and efficient access to the naphthalene-fused cyclopentanes in the absence of any transition-metal catalysts or additives. This robust procedure was completed smoothly on a gram-scale to afford the corresponding product with comparable efficiency. Furthermore, the synthetic application of the prepared product has been demonstrated by its transformation into a variety of synthetically useful molecules.

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