Scandium triflate-catalyzed selective ring opening and rearrangement reaction of spiro-epoxyoxindole and carbonyl compounds

RSC Advances ◽  
2016 ◽  
Vol 6 (102) ◽  
pp. 100307-100311 ◽  
Author(s):  
Hui Jiang ◽  
Haohua Jie ◽  
Jian Li
Keyword(s):  
Carbonyl Compounds ◽  
Ring Opening ◽  
Aromatic Aldehydes ◽  
Selective Ring Opening ◽  
Rearrangement Reaction ◽  
Catalyzed Reactions

Scandium triflate-catalyzed reactions between spiro-epoxyoxindole and carbonyl compounds have been disclosed. Furthermore, an unprecedented rearrangement takes place to yield alkylidene oxindoles when aromatic aldehydes are used as carbonyl components.

Synthetic Scope of Brønsted Acid-Catalyzed Reactions of Carbonyl Compounds and Ethyl Diazoacetate

2021 ◽  
Author(s):  
Mizzanoor Rahaman ◽  
M. Shahnawaz Ali ◽  
Khorshada Jahan ◽  
Damon Hinz ◽  
Jawad Bin Belayet ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Ethyl Diazoacetate ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Catalyzed Reactions

S ‐Carboxyanhydrides: Ultrafast and Selective Ring‐Opening Polymerizations Towards Well‐defined Functionalized Polythioesters

2021 ◽  
Vol 133 (19) ◽  
pp. 10893-10900
Author(s):  
Yanchao Wang ◽  
Maosheng Li ◽  
Shixue Wang ◽  
Youhua Tao ◽  
Xianhong Wang
Keyword(s):  
Ring Opening ◽  
Selective Ring Opening

C3-Allylation of Indoles via an Iridium-Catalyzed Branch-Selective Ring-Opening Reaction of Vinylcyclopropanes

Synthesis ◽  
2018 ◽  
Vol 51 (07) ◽  
pp. 1655-1661 ◽  
Author(s):  
Guang-Jian Mei ◽  
Feng Shi ◽  
Lei Yu ◽  
Zi-Qi Zhu ◽  
Meng Sun
Keyword(s):  
Ring Opening ◽  
Economic Approach ◽  
Whole Process ◽  
Ring Opening Reaction ◽  
Selective Ring Opening

An iridium-catalyzed branch-selective ring-opening reaction of vinylcyclopropanes with indoles has been established, which afforded C3-allylindoles in generally good to excellent yields (up to 95%). Considering that no wastes were generated in the whole process and branch-selective ring-opening reaction of vinylcyclopropanes was rarely reported, this strategy not only can be regarded as a highly atom-economic approach for C3-allylindoles, but also will greatly enrich the chemistry of vinylcyclopropanes.

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