Metal-Free One-Pot Synthesis of 3-Phosphinoylbenzofurans via Phospha-Michael Addition/Cyclization of H-Phosphine Oxides and in Situ Generated ortho-Quinone Methides

2018 ◽  
Vol 20 (2) ◽  
pp. 477-480 ◽  
Author(s):  
Ji-Yuan Du ◽  
Yan-Hua Ma ◽  
Rui-Qing Yuan ◽  
Nana Xin ◽  
Shao-Zhen Nie ◽  
...  
Keyword(s):  
Michael Addition ◽  
Phosphine Oxides ◽  
Quinone Methides ◽  
One Pot ◽  
Metal Free ◽  
One Pot Synthesis

Cu-Catalyzed one-pot synthesis of thiochromeno-quinolinone and thiochromeno-thioflavone via oxidative double hetero Michael addition using in situ generated nucleophiles

2020 ◽  
Vol 56 (62) ◽  
pp. 8826-8829
Author(s):  
Nallappan Sundaravelu ◽  
Govindasamy Sekar
Keyword(s):  
Michael Addition ◽  
One Pot ◽  
One Pot Synthesis

A copper catalyzed three-component synthesis of π-conjugated tetracyclic thiochromeno-quinolinone and thiochromeno-thioflavone was established via oxidative double hetero Michael addition using in situ generated nucleophiles.

Direct Propargylation of ortho-Quinone Methides with Alkynyl Zinc Reagents: An Application to the One-Pot Synthesis of 2,3-Disubstituted Benzofurans

Synlett ◽  
2020 ◽  
Vol 31 (08) ◽  
pp. 818-822
Author(s):  
Hongjun Ren ◽  
Manman Sun ◽  
Jinyu Song ◽  
Lei Wang ◽  
Wenguang Yin ◽  
...  
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
Quinone Methides ◽  
One Pot ◽  
Metal Free ◽  
Efficient Strategy ◽  
One Pot Synthesis ◽  
Subsequent Cyclization ◽  
The One

A transition-metal-free propargylation of ortho-quinone methides (o-QMs) with alkynyl zinc reagents was achieved. A conjugate alkynylation of an o-QM and subsequent cyclization sequence in the presence of KOt-Bu for the synthesis of 2,3-disubstituted benzofurans in one pot was developed. This efficient strategy exhibits good functional-group compatibility and gives moderate to good yields. The present reaction might serve as an attractive method for the synthesis of polysubstituted benzofurans.

Highly Selective One-Pot Synthesis of Polysubstituted Isoflavanes using Styryl Ethers and Electron-Withdrawing ortho-Quinone Methides Generated In Situ

Synlett ◽  
2018 ◽  
Vol 30 (02) ◽  
pp. 189-192 ◽  
Author(s):  
Yujiro Hoshino ◽  
Kiyoshi Honda ◽  
Kenta Tanaka ◽  
Mami Kishimoto ◽  
Naoya Ohtsuka ◽  
...  
Keyword(s):  
Biologically Active ◽  
Quinone Methides ◽  
One Pot ◽  
One Pot Synthesis ◽  
Reaction Proceeds ◽  
Acidic Conditions ◽  
High Yields

A highly selective one-pot synthesis of polysubstituted isoflavanes has been developed. The reaction proceeds through the cycloaddition of methyl styryl ethers, derived from phenylacetaldehyde dimethyl acetals under acidic conditions, with electron-withdrawing ortho-quinone methides generated in situ. When phenylacetaldehyde dimethyl acetals were reacted with salicylaldehydes, the reaction proceeded smoothly to afford the corresponding isoflavanes stereoselectively in high yields and with excellent regioselectivities. The present reaction provides versatile access to functionalized isoflavanes, and constitutes a useful tool for the synthesis of biologically active molecules.

ChemInform Abstract: One-Pot Synthesis of 3,4-Dihydropyridin-2-one via Michael Addition of in situ-Generated Enaminones.

ChemInform ◽  
2014 ◽  
Vol 45 (8) ◽  
pp. no-no
Author(s):  
J. B. Senthil Kumar ◽  
Neeta Kumari ◽  
Pratibha Mehta Luthra
Keyword(s):  
Michael Addition ◽  
One Pot ◽  
One Pot Synthesis

One-Pot Synthesis of 3,4-Dihydropyridin-2-one via Michael Addition of in situ–Generated Enaminones

2013 ◽  
Vol 43 (22) ◽  
pp. 3010-3019 ◽  
Author(s):  
J. B. Senthil Kumar ◽  
Neeta Kumari ◽  
Pratibha Mehta Luthra
Keyword(s):  
Michael Addition ◽  
One Pot ◽  
One Pot Synthesis

Dual In Situ Generation of Aliphatic Vinyl Ethers and Electron-Deficient ortho-Quinone Methides for Inverse-Electron-Demand [4+2] Cycloaddition: A Selective One-Pot Synthesis of 3-Alkylchromanes

Synlett ◽  
2020 ◽  
Vol 31 (12) ◽  
pp. 1197-1200 ◽  
Author(s):  
Yujiro Hoshino ◽  
Kiyoshi Honda ◽  
Kenta Tanaka ◽  
Ko Ueno ◽  
Yuta Tanaka ◽  
...  
Keyword(s):  
Biologically Active ◽  
Vinyl Ethers ◽  
Quinone Methides ◽  
One Pot ◽  
Inverse Electron Demand ◽  
One Pot Synthesis ◽  
In Situ Generation ◽  
Electron Demand

An inverse-electron-demand [4+2] cycloaddition of in situ generated aliphatic vinyl ethers and electron-deficient ortho-quinone methides (o-QMs) has been developed. The reaction of in situ generated aliphatic vinyl ethers with o-QMs afforded the corresponding 3-alkylchromanes with high stereo- and regioselectivities. The method provides a versatile access to functionalized 3-alkylchromanes and it constitutes a useful tool for the synthesis of biologically active chromanes.

Metal-Free Synthesis of Pyrrolo[1,2-a]quinoxalines Mediated by TEMPO Oxoammonium Salts

Synthesis ◽  
2018 ◽  
Vol 50 (14) ◽  
pp. 2727-2740 ◽  
Author(s):  
Xiang-Ying Tang ◽  
Yue-fa Gong ◽  
Heng-rui Huo
Keyword(s):  
Carbonyl Compounds ◽  
One Pot ◽  
Metal Free ◽  
Oxoammonium Salts ◽  
One Pot Synthesis ◽  
Oxoammonium Salt

We herein describe a novel TEMPO oxoammonium salt initiated Pictet–Spengler reaction of imines, generated in situ from carbonyl compounds and pyrrole- or indole-containing substrates, to afford 4,5-dihydropyrrolo[1,2-a]quinoxalines or 5,6-dihydroindolo[1,2-a]quin­oxalines in good to excellent yields. Moreover, a one-pot synthesis of a biologically important quinoxaline is achieved via a cyclization–dehydrogenation process using one equivalent of the oxoammonium salt.

Stereoselective synthesis of alkyl styryl selenides in one-pot: a straightforward approach by in situ dialkyl diselenide formation under transition metal-free conditions

RSC Advances ◽  
2015 ◽  
Vol 5 (128) ◽  
pp. 105699-105706 ◽  
Author(s):  
Adrián A. Heredia ◽  
Alicia B. Peñéñory
Keyword(s):  
Transition Metal ◽  
Stereoselective Synthesis ◽  
One Pot ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Straightforward Approach

One-pot synthesis of alkyl styryl selenides using KSeCN as selenium source.

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