Synthesis of novel polysubstituted N-benzyl-1H-pyrroles via a cascade reaction of alkynyl Fischer carbenes with α-imino glycine methyl esters

2015 ◽  
Vol 13 (48) ◽  
pp. 11753-11760 ◽  
Author(s):  
Fabiola N. de la Cruz ◽  
Julio López ◽  
J. Óscar C. Jiménez-Halla ◽  
Marcos Flores-Álamo ◽  
Joaquín Tamaríz ◽  
...  
Keyword(s):  
Methyl Esters ◽  
Cascade Reaction ◽  
Ring Closure ◽  
Efficient Synthesis ◽  
Fischer Carbene ◽  
Fischer Carbenes

An efficient synthesis of N-benzyl-1H-pyrroles is described by a 1,4-addition/isomerization/ring closure/demetalation process of alkynyl Fischer carbene and iminoester.

ChemInform Abstract: Synthesis of Novel Polysubstituted N-Benzyl-1H-pyrroles via a Cascade Reaction of Alkynyl Fischer Carbenes with α-Imino Glycine Methyl Esters.

ChemInform ◽  
2016 ◽  
Vol 47 (16) ◽  
Author(s):  
Fabiola N. de la Cruz ◽  
Julio Lopez ◽  
J. Oscar C. Jimenez-Halla ◽  
Marcos Flores-Alamo ◽  
Joaquin Tamariz ◽  
...  
Keyword(s):  
Methyl Esters ◽  
Cascade Reaction ◽  
Fischer Carbenes

Cu-Catalyzed Cascade Reaction of Isoxazoles with Diaryliodonium Salts for the Synthesis of Acridines

2020 ◽  
Vol 17 (12) ◽  
pp. 944-950
Author(s):  
Shangrong Zhu ◽  
Xuechen Lu ◽  
Qiuneng Xu ◽  
Jian Li ◽  
Shenghu Yan
Keyword(s):  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Acridine Derivatives ◽  
Diaryliodonium Salts

A straightforward and efficient synthesis of acridine derivatives via a copper-catalyzed cascade reaction among isoxazoles and diaryliodonium salts is achieved. Various mono-, multi-substituted and 9-substituted acridine derivatives could be obtained in moderate to good yields. The process has gone through tandem double arylation and Friedel-Crafts reactions.

A Highly Efficient Synthesis of Lamellarins K and L by the Michael Addition/Ring-Closure Reaction of Benzyldihydroisoquinoline Derivatives with Ethoxycarbonyl-β-nitrostyrenes

2004 ◽  
Vol 116 (7) ◽  
pp. 884-886 ◽  
Author(s):  
Poonsakdi Ploypradith ◽  
Chulabhorn Mahidol ◽  
Poolsak Sahakitpichan ◽  
Siriporn Wongbundit ◽  
Somsak Ruchirawat
Keyword(s):  
Michael Addition ◽  
Ring Closure ◽  
Efficient Synthesis ◽  
Highly Efficient ◽  
The Michael Addition

Preparation of spiro[imidazolidine-4,3′-indolin]-2′-imines via copper(i)-catalyzed formal [2 + 2 + 1] cycloaddition of 3-diazoindolin-2-imines and triazines

2019 ◽  
Vol 17 (39) ◽  
pp. 8849-8852 ◽  
Author(s):  
Yuxuan Zhou ◽  
Fanghui Ma ◽  
Ping Lu ◽  
Yanguang Wang
Keyword(s):  
Cascade Reaction ◽  
Efficient Synthesis

We report a facile and efficient synthesis of spiro[imidazolidine-4,3′-indolin]-2′-imines via a copper(i)-catalyzed cascade reaction of 3-diazoindolin-2-imines with 1,3,5-triazines.

New efficient synthesis of benzofuro[2,3-b]pyrroles utilizing a reactive nitrilium trapping approach by an acid-promoted cascade addition/cyclization sequence

2020 ◽  
Vol 44 (9) ◽  
pp. 3632-3636
Author(s):  
Sandip Gangadhar Balwe ◽  
Yeon Tae Jeong
Keyword(s):  
Cascade Reaction ◽  
Efficient Synthesis ◽  
One Pot ◽  
Highly Efficient

The first p-TSA·H2O-catalyzed highly efficient one-pot cascade reaction for the synthesis of novel fused tricyclic benzofuro[2,3-b]pyrroles has been discovered.

Visible-Light Photoredox-Catalyzed Cascade Reaction for the Synthesis of Pyrrolo[2,1-a]isoquinoline-Substituted Phosphonates

Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 522-529 ◽  
Author(s):  
Deqing Shi ◽  
Lingna Wang ◽  
Tiancong Ma ◽  
Mingming Qiao ◽  
Qiangxian Wu ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Oxidative Aromatization ◽  
Activated Olefins ◽  
Catalyzed Oxidation

A visible-light photoredox-catalyzed oxidation/[3+2] cycloaddition/oxidative aromatization cascade reaction of [(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phosphonates and activated olefins or alkynes for the efficient synthesis of potentially biological active pyrrolo[2,1-a]isoquinoline-substituted phosphonates was developed. This transformation features mild reaction conditions (i.e., visible light irradiation, room temperature), molecular oxygen (O2) as a green oxidant, simple ‘one-pot’ operation.

scholarly journals A new and efficient protocol for the synthesis of the key intermediate of Palbociclib

2019 ◽  
Vol 43 (1-2) ◽  
pp. 14-19
Author(s):  
Shuting Li ◽  
Wanfeng Yang ◽  
Min Ji ◽  
Jin Cai ◽  
Junqing Chen
Keyword(s):  
Nucleophilic Substitution ◽  
Heck Reaction ◽  
Ring Closure ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Synthetic Strategy

A new and efficient synthesis of 6-bromo-8-cyclopentyl-5-methyl-2-(methylsulfinyl)-pyrido[2,3-d]pyrimidin-7(8H)-one, a key intermediate of Palbociclib, starting from thiouracil was described. This protocol involved methylation, nucleophilic substitution, bromination, nucleophilic substitution, Heck reaction, ring closure, oxidation, and bromination to afford a key intermediate of Palbociclib with approximately 35% overall yield. The advantages of this developed synthetic strategy included improved overall yield, inexpensive starting materials, and readily controllable and cleaner reaction conditions.

Copper(II)-Promoted Oxidation/[3+2]Cycloaddition/Aromatization Cascade: Efficient Synthesis of Tetrasubstituted NH-Pyrrole from Chalcones and Iminodiacetates

Synlett ◽  
2019 ◽  
Vol 30 (12) ◽  
pp. 1442-1446 ◽  
Author(s):  
Zhang-qi Lin ◽  
Chao-dong Li ◽  
Zi-chun Zhou ◽  
Shuai Xue ◽  
Jian-rong Gao ◽  
...  
Keyword(s):  
Efficient Method ◽  
Cascade Reaction ◽  
Oxidative Cyclization ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Highly Efficient ◽  
Wide Range ◽  
Reaction Proceeds

A simple and highly efficient method for the preparation of tetrasubstituted NH-pyrrole from a wide range of chalcones and diethyl iminodiacetates via a Cu(OAc)2-promoted oxidation/[3+2]cycloaddition/aromatization cascade reaction has been developed. This reaction proceeds through dehydrogenations, deamination, and oxidative cyclization, affording the corresponding products in good to excellent yields. This convenient methodology for constructing tetrasubstituted NH-pyrroles has several advantages over existing methods, such as the use of easily accessible chalcones and readily available diethyl iminodiacetates, and mild reaction conditions. A wide range of substrates are tolerated.

ChemInform Abstract: Efficient Synthesis of Phenanthridines Using Hendrickson Reagent Initiated Cascade Reaction under Mild Conditions.

ChemInform ◽  
2010 ◽  
Vol 41 (44) ◽  
pp. no-no
Author(s):  
Jie Xi ◽  
Qing-Li Dong ◽  
Guan-Sai Liu ◽  
Shaozhong Wang ◽  
Lin Chen ◽  
...  
Keyword(s):  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Mild Conditions
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