ChemInform Abstract: Silver(I)-Catalyzed Annulation for the Regioselective Synthesis of N-Imino-γ-carbolinium Ylides from Hydrazones of Indole-3-carbonyl Derivatives and Propargylic Alcohols.

ChemInform ◽  
2015 ◽  
Vol 46 (16) ◽  
pp. no-no
Author(s):  
Yu Zhu ◽  
Xin-Rui Shen ◽  
Hai-Tao Tang ◽  
Min Lin ◽  
Zhuang-Ping Zhan
Keyword(s):  
Regioselective Synthesis ◽  
Propargylic Alcohols ◽  
Carbonyl Derivatives

Silver(i)-catalyzed annulation for the regioselective synthesis of N-imino-γ-carbolinium ylides from hydrazones of indole-3-carbonyl derivatives and propargylic alcohols

2014 ◽  
Vol 12 (47) ◽  
pp. 9514-9518 ◽  
Author(s):  
Yu Zhu ◽  
Xin-Rui Shen ◽  
Hai-Tao Tang ◽  
Min Lin ◽  
Zhuang-Ping Zhan
Keyword(s):  
Regioselective Synthesis ◽  
Synthetic Approach ◽  
Indole Derivatives ◽  
Propargylic Alcohols ◽  
Carbonyl Derivatives

A regioselective efficient synthetic approach to N-imino-γ-carbolinium ylides via AgOTf-catalyzed iminoannulation from indole derivatives and propargylic alcohols has been developed.

Regioselective synthesis of fused oxa-heterocycles via iodine-mediated annulation of cyclic 1,3-dicarbonyl compounds with propargylic alcohols

2021 ◽  
Author(s):  
Liang Zhang ◽  
Neng-Jie Mou ◽  
Dong-Rong Xiao ◽  
Xin Zhuang ◽  
Xiao-Long Lin ◽  
...  
Keyword(s):  
Regioselective Synthesis ◽  
Dicarbonyl Compounds ◽  
Propargylic Alcohols

The synthesis of structurally diverse fused oxa-heterocycles is established through the iodine-mediated cascade annulation of cyclic 1,3-dicarbonyl compounds with propargylic alcohols.

Remote C(sp3)–H vinylation via radical-mediated consecutive fission of C–H and C–C bonds

2020 ◽  
Vol 7 (19) ◽  
pp. 2981-2985
Author(s):  
Tao Niu ◽  
Shan Yang ◽  
Xinxin Wu ◽  
Chen Zhu
Keyword(s):  
Propargylic Alcohols

Described herein is a radical-mediated vinylation of the remote C(sp3)–H bonds of propargylic alcohols.

Gold Catalyzed Hydroamination of Propargylic Alcohols: Controlling Divergent Reaction Pathways to Access 1,3-Aminoalcohols, 3-Hydroxyketones or 3-Aminoketones

2018 ◽  
Author(s):  
Victor Laserna ◽  
Tom Sheppard
Keyword(s):  
Gold Catalysis ◽  
Reaction Pathways ◽  
High Yield ◽  
Reaction Conditions ◽  
Propargylic Alcohols ◽  
Catalytic Quantity ◽  
Selective Formation ◽  
General Method

A versatile approach to the valorization of propargylic alcohols is reported, enabling controlled access to three different products from the same starting materials. Firstly, a general method for the hydroamination of propargylic alcohols with anilines is described using gold catalysis to give 3-hydroxy imines with complete regioselectivity. These 3-hydroxyimines can be reduced to give 1,3-aminoalcohols with high syn seletivity. Alternatively, by using a catalytic quantity of aniline, 3-hydroxyketones can be obtained in high yield directly from propargylic alcohols. Further manipulation of the reaction conditions enables the selective formation of 3-aminoketones via a rearrangement/hydroamination pathway.<br>

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