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Letters in Organic Chemistry
ISSN: 1570-1786
Letters in Organic Chemistry
Volume 4, Number 7, October 2007
Asymmetric Aldol Additions with a Titanium Enolate
of N Thioglycolyl Oxazolidinethione Pp.
456-461
Aurelio Ortiz, Rocio Sabala, Estibaliz Sansinenea and Sylvain
Bernès
[Abstract]
Lanthanum Trichloride (LaCl3):
An Efficient Catalyst for Conjugate Addition of Amines to
Electron-Deficient Olefins Pp. 462-464
Akkirala Venkat Narsaiah
[Abstract]
Attempts Towards the Synthesis of Feigrisolide B
Pp. 465-472
K. Raman Kumar and G.V.M. Sharma
[Abstract]
Reductive Amination of Carbonyl Compounds with NaBH4
H3PW12O40
in THF and Under Solvent-Free Conditions Pp. 473-477
Heshmatollah Alinezhad and Ehsan Ardestani
[Abstract]
An Efficient Pentasubstituted Pyrroles Derivative
Synthesis: One Step Prepared N-(3,4-dibenzoyl-2,5-dimethylpyrrol-1-yl)
Benzamide Using Mn3+
Pp. 478-481
Fangfang Dang, Xinwei Wang, Weisheng Liu and Wei Dou
[Abstract]
An Efficient and Facile Synthesis of Hexanitrohexaazaisowurtzitane
(HNIW) Pp. 482-485
Hua Qian, Zhi-Wen Ye and Chun-Xu Lv
[Abstract]
A Novel Approach for Ligand Promoted Palladium (II)–Catalyzed
Suzuki Coupling of Aryl Iodides and Bromides with Arylboronic
Acid in Aqueous Media Pp. 486-490
Shivaji S. Pawar, Murlidhar S. Shingare and Shivaji N.
Thore
[Abstract]
An Efficient Novel Ligand for Copper-Catalyzed Formation
of Diaryl Ethers Pp. 491-494
Yinghua Yang, Xiangrui Jiang, Lei Ao, Shengyi Dong, Xiumei
Wu, Hualiang Jiang and Yu Zhao
[Abstract]
The Efficient One-Step Synthesis of Protected 6-Alkyl(aryl)-2-
acetylamino-4(3H)-pyrimidinones Pp. 495-499
Helio Gauze Bonacorso, Adriana Ferla, Cleber André
Cechinel, Nilo Zanatta and Marcos Antonio Pinto Martins
[Abstract]
Synthesis of Several Unexpected Compounds from 2,2,4,4,6-Pentachloro-5-
cyclohexene-1,3-dione (A Humic Acid Model), Monochloramine,
Ammonia and Other Reagents Pp. 500-504
Victor L Heasley, Ashley M. Ramirez, Peter E. Baker, Jeffrey
L. Boerneke, Ryan H. DeBoard, Torie L. Hartge, Dennis C. Madrid,
Geoffrey A. Sigmund, and Dale F. Shellhamer
[Abstract]
One-Pot Synthesis of 1,3-Thiazolidin-4-Ones Derivatives
from 2 Amino-1,3, 4-Thiadiazole Pp. 505-508
Wilson Cunico, Claudia R. B. Gomes, Maria de Lourdes G.
Ferreira, Liliane R. Capri, Margareth R. L. Santos, Paula
M. Sá, Núbia Boechat, Mônica M. Bastos,
Lindalva C. Maciel and Lúcia M. U. Mayer
[Abstract]
Selective Synthesis of Mono or Diphosphonium Salts-Solvent
Effect Pp. 509-511
Didier Villemin, Mohamed A. Didi, and Benamar Makhoukhi
[Abstract]
1,4-Dichloro-1,4-Diazoniabicyclo [2,2,2] Octane Bis
Chloride, a Useful and Reusable Electrophilic Chlorinating
Agent Pp. 512-514
Mahmood Tajbakhsh and Setareh Habibzadeh
[Abstract]
Microwave-Assisted Synthesis of the Quinolin-2(1H)-One
Derivatives Pp. 515-518
Ahmad Shaabani, Ebrahim Soleimani and Hamid Mofakham
[Abstract]
One-Pot Regioselective Green Synthesis of Novel Quinolines
Using a Neat Reaction Technology Pp. 519-523
Mazaahir Kidwai and Vikas Bansal
[Abstract]
One-Pot Synthesis of β-Acetamido
Ketones Using Aluminum Hydrogen Sulfate as a Reusable Catalyst
Pp. 524-529
Elaheh Mosaddegh, Mohammad Reza Islami and Asadollah Hassankhani
[Abstract]
Abstracts
[Back to top]
Asymmetric Aldol Additions with a Titanium
Enolate of N Thioglycolyl Oxazolidinethione
Aurelio Ortiz, Rocio Sabala, Estibaliz Sansinenea and Sylvain
Bernès
A titanium enolate of N-thioglycolyl oxazolidinethione
has been prepared and used for the synthesis of “Evans”
syn aldol adducts, in good yield and high selectivity. Removal
of the chiral auxiliary was accomplished by reduction to the
corresponding 1,3-diols or by preparation of Weinreb amides.
[Back to top]
Lanthanum Trichloride (LaCl3):
An Efficient Catalyst for Conjugate Addition of Amines to
Electron-Deficient Olefins
Akkirala Venkat Narsaiah
Electron-poor alkenes undergo rapid conjugate addition with
a wide range of amines in the presence of lanthanum trichloride
at room temperature to produce the corresponding 2-amino compounds
in excellent yields.
[Back to top]
Attempts Towards the Synthesis of Feigrisolide B
K. Raman Kumar and G.V.M. Sharma
Synthesis of lactones 3 and 4
is reported in an attempt towards the synthesis of natural
product feigrisolide B. Sharpless asymmetric epoxidation and
Gillman epoxide opening reactions were used for the construction
of the required framework containing two stereocentres. The
lactones 3 and 4 revealed
that the proposed structure for feigrisolide B is incorrect.
[Back to top]
Reductive Amination of Carbonyl Compounds with NaBH4
H3PW12O40
in THF and Under Solvent-Free Conditions
Heshmatollah Alinezhad and Ehsan Ardestani
A simple, completely chemoselective, and convenient procedure
for reductive amination of aldehydes and ketones using NaBH4
in the presence of H3PW12O40
in THF and under solvent-free conditions at ambient temperature
is described.
[Back to top]
An Efficient Pentasubstituted Pyrroles Derivative
Synthesis: One Step Prepared N-(3,4-dibenzoyl-2,5-dimethylpyrrol-1-yl)
Benzamide Using Mn3+
Fangfang Dang, Xinwei Wang, Weisheng Liu and Wei Dou
A simple, convenient method was described here for preparation
of pentasubstituted pyrroles derivative using Mn(OAc)3•2H2O
or Mn(OAc)2•4H2O
at atmosphere.
[Back to top]
An Efficient and Facile Synthesis of Hexanitrohexaazaisowurtzitane
(HNIW)
Hua Qian, Zhi-Wen Ye and Chun-Xu Lv
New process to synthesize hexanitrohexaazaisowurtzitane (HNIW)
using ultrasounds in ionic liquid (IL) was developed. Effects
of various parameters were investigated to optimize the synthesis
conditions. Meanwhile, the mechanism of reaction was also
discussed. It was observed that ultrasonically promoted reaction
of tetraacetyldibenzyl-hexaazaisowurtzitane (TADBIW) to HNIW
has exhibited significant enhancement in yield at ambient
condition.
[Back to top]
A Novel Approach for Ligand Promoted Palladium (II)–Catalyzed
Suzuki Coupling of Aryl Iodides and Bromides with Arylboronic
Acid in Aqueous Media
Shivaji S. Pawar, Murlidhar S. Shingare and Shivaji N.
Thore
A highly efficient, environmental friendly, palladium (II)
catalyzed ligand promoted Suzuki reaction in aqueous phase
was developed in short reaction time (4 - 5 h) at room temperature.
The key for such a successful catalytic system was the use
of suitable amount of co-solvent in the aqueous phase and
reuse of palladium catalyst.
[Back to top]
An Efficient Novel Ligand for Copper-Catalyzed Formation
of Diaryl Ethers
Yinghua Yang, Xiangrui Jiang, Lei Ao, Shengyi Dong, Xiumei
Wu, Hualiang Jiang and Yu Zhao
1-Phenylbutane-1,3-dione was found to be an efficient novel
ligand for copper-catalyzed formation of diaryl ethers. With
this ligand methyl 4-iodobenzoate reacted with various phenols
to give the corresponding diaryl ethers with reasonable yields
and efficiency. The optimized reaction was carried out at
100 ºC using 1,4-dioxane as solvent, Cs2CO3
as base, CuI as the catalyst and 1-phenylbutane-1,3-dione
as the ligand.
[Back to top]
The Efficient One-Step Synthesis of Protected 6-Alkyl(aryl)-2-
acetylamino-4(3H)-pyrimidinones
Helio Gauze Bonacorso, Adriana Ferla, Cleber André
Cechinel, Nilo Zanatta and Marcos Antonio Pinto Martins
The one-step synthesis of a new series of protected 6-alkyl-
and 6-aryl-2-acetylamino-4(3H)-pyrimidinones, where
alkyl = CH3; aryl = Ph, 4-CH3Ph,
4-FPh, 4-ClPh, 4-BrPh and 4-OCH3Ph
from the reaction of 4-methoxy-1,1,1-trichloroalk-3-en-2-ones
with 1-acetylguanidine in acetonitrile as solvent is reported.
The acetylamino group of 2-acetylamino-4(3H)-pyrimidinones
has also been hydrolyzed under three different conditions
to afford the corresponding free 2-aminopyrimidinones.
[Back to top]
Synthesis of Several Unexpected Compounds from 2,2,4,4,6-Pentachloro-5-
cyclohexene-1,3-dione (A Humic Acid Model), Monochloramine,
Ammonia and Other Reagents
Victor L Heasley, Ashley M. Ramirez, Peter E. Baker, Jeffrey
L. Boerneke, Ryan H. DeBoard, Torie L. Hartge, Dennis C. Madrid,
Geoffrey A. Sigmund, and Dale F. Shellhamer
The data in this paper show that 2,2,4,4,6-pentachloro-5-cyclohexene-1,3-dione
(2, also named pentachlororesorcinol and PCR), a humic acid
model, reacts with several chemicals related to drinking water
chlorination, for example, NH2Cl,
NaOCl, and NH3, leading to
the formation of several unusual chlorinated organic products,
most of which have never been reported in the literature.
The syntheses and confirmation of structures are discussed
in detail.
[Back to top]
One-Pot Synthesis of 1,3-Thiazolidin-4-Ones Derivatives
from 2 Amino-1,3, 4-Thiadiazole
Wilson Cunico, Claudia R. B. Gomes, Maria de Lourdes G.
Ferreira, Liliane R. Capri, Margareth R. L. Santos, Paula
M. Sá, Núbia Boechat, Mônica M. Bastos,
Lindalva C. Maciel and Lúcia M. U. Mayer
Several 1,3-thiazolidin-4-ones were synthesized by cyclocondensation
reaction of 2-amino-1,3,4-thiadiazole, mercaptoacetic acid
and various arenealdehydes in moderate to good yields. These
compounds were characterized by 1H,
13C and 19F
NMR. The antimalarial activity of thiazolidinones was evaluated
in vitro against Plasmodium falciparum clone
but none of them showed activity at maximum concentration
(50µg/ml) used.
[Back to top]
Selective Synthesis of Mono or Diphosphonium Salts-Solvent
Effect
Didier Villemin, Mohamed A. Didi, and Benamar Makhoukhi
A convenient method was developed for the selective synthesis
of chloromethylbenzylphosphonium salts (2a, b) or phenylenediphosphonium
salts (3a,b) based on the reaction of dichloroxylenes (1a
or 1b)) with phosphines.. The monophosphonium salt was selectively
obtained in toluene and the diphosphonium salt was obtained
in DMF.
[Back to top]
1,4-Dichloro-1,4-Diazoniabicyclo [2,2,2] Octane Bis
Chloride, a Useful and Reusable Electrophilic Chlorinating
Agent
Mahmood Tajbakhsh and Setareh Habibzadeh
1,4-Dichloro-1,4-diazoniabicyclo[2,2,2]octane bis chloride,
prepared in high yield by the treatment of 1,4-diazabicyclo[2.2.2]octane
in dichloromethane with chlorine gas, acts as a site-selective
electrophilic chlorinating agent towards carbanionic substrates
in the presence of a base. β-Diketones
and β-ketoesters
were chlorinated in efficient yield without using any base.
1,4-Diazabicyclo[2.2.2]octane can be recovered, rechlorinated
and reused several times.
[Back to top]
Microwave-Assisted Synthesis of the Quinolin-2(1H)-One
Derivatives
Ahmad Shaabani, Ebrahim Soleimani and Hamid Mofakham
The synthesis of quinolin-2(1H)-ones derivatives
through a condensation reaction of 2-amino-benzophenones with
α -mthylene
esters under microwave-assisted conditions in high yield is
described.
[Back to top]
One-Pot Regioselective Green Synthesis of Novel Quinolines
Using a Neat Reaction Technology
Mazaahir Kidwai and Vikas Bansal
A convenient eco-friendly procedure has been developed for
the synthesis of novel quinoline derivatives by a simple one-pot
reaction of substituted anilines with β-ketoesters
under microwave irradiation without any solvent. A comparative
study of reaction on solid support versus neat reaction is
done. Neat reaction technology gives better yield in shorter
reaction times and also cuts down the usage of solvent.
[Back to top]
One-Pot Synthesis of β-Acetamido
Ketones Using Aluminum Hydrogen Sulfate as a Reusable Catalyst
Elaheh Mosaddegh, Mohammad Reza Islami and Asadollah Hassankhani
Aluminum hydrogen sulfate is introduced as an efficient and
reusable catalyst for one- pot synthesis of β-Acetamido
carbonyl compounds by a multicomponent condensation in high
yields. |
