Molecular iodine-catalysed oxidative CO–C(alkyl) bond cleavage of aryl/heteroaryl alkyl ketones: an efficient strategy to access fused polyheterocycles

2018 ◽  
Vol 42 (19) ◽  
pp. 15820-15829 ◽  
Author(s):  
Geeta Sai Mani ◽  
Ayanampudi Venkata Subba Rao ◽  
Yellaiah Tangella ◽  
Satish Sunkari ◽  
Faria Sultana ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Molecular Iodine ◽  
One Pot ◽  
Efficient Strategy ◽  
Fused Heterocycles

An efficient molecular iodine-catalysed one-pot strategy has been accomplished for the construction of various fused heterocycles under metal and oxidant free conditions.

Room Temperature Alkali Metal Reduction of Carbon Dioxide

2020 ◽  
Author(s):  
Lucas A. Freeman ◽  
Akachukwu D. Obi ◽  
Haleigh R. Machost ◽  
Andrew Molino ◽  
Asa W. Nichols ◽  
...  
Keyword(s):  
Alkali Metal ◽  
Alkali Metals ◽  
Room Temperature ◽  
Chemical Reduction ◽  
Bond Cleavage ◽  
Open Shell ◽  
Metal Reduction ◽  
One Pot ◽  
Earth Abundant ◽  
Electron Reduction

The reduction of the relatively inert carbon–oxygen bonds of CO<sub>2</sub> to access useful CO<sub>2</sub>-derived organic products is one of the most important fundamental challenges in synthetic chemistry. Facilitating this bond-cleavage using earth-abundant, non-toxic main group elements (MGEs) is especially arduous because of the difficulty in achieving strong inner-sphere interactions between CO<sub>2</sub> and the MGE. Herein we report the first successful chemical reduction of CO<sub>2</sub> at room temperature by alkali metals, promoted by a cyclic(alkyl)(amino) carbene (CAAC). One-electron reduction of CAAC-CO<sub>2</sub> adduct (<b>1</b>) with lithium, sodium or potassium metal yields stable monoanionic radicals clusters [M(CAAC–CO<sub>2</sub>)]<sub>n</sub>(M = Li, Na, K, <b> 2</b>-<b>4</b>) and two-electron alkali metal reduction affords open-shell, dianionic clusters of the general formula [M<sub>2</sub>(CAAC–CO<sub>2</sub>)]<sub>n </sub>(<b>5</b>-<b>8</b>). It is notable that these crystalline clusters of reduced CO<sub>2</sub> may also be isolated via the “one-pot” reaction of free CO<sub>2</sub> with free CAAC followed by the addition of alkali metals – a reductive process which does not occur in the absence of carbene. Each of the products <b>2</b>-<b>8</b> were investigated using a combination of experimental and theoretical methods.<br>

Iron-Catalysed Radical Cyclization to Synthesize Germanium-Substituted Indolo[2,1-a]isoquinolin-6(5H)-ones and Indolin-2-ones

2021 ◽  
Author(s):  
Yani Luo ◽  
Tian Tian ◽  
Yasushi Nishihara ◽  
Leiyang Lv ◽  
Zhiping Li
Keyword(s):  
Radical Cyclization ◽  
One Pot ◽  
Efficient Strategy

A simple and efficient strategy for iron-catalysed cascade radical cyclization was developed, by which an array of germanium-substituted indolo[2,1-a]isoquinolin-6(5H)-ones and indolin-2-ones were obtained in one pot with germanium hydrides as...

One-Pot Multiple Lithiation Processes of Fused Heterocycles

2014 ◽  
Vol 2014 (32) ◽  
pp. 7226-7231 ◽  
Author(s):  
Adeline Jasselin-Hinschberger ◽  
Corinne Comoy ◽  
Yves Fort
Keyword(s):  
One Pot ◽  
Fused Heterocycles

Facile one-pot synthesis of 2-amino-1,3,4-oxadiazole tethered peptidomimetics by molecular-iodine-mediated cyclodeselenization

2017 ◽  
Vol 41 (19) ◽  
pp. 11225-11229 ◽  
Author(s):  
L. Santhosh ◽  
C. Srinivasulu ◽  
S. Durgamma ◽  
Girish Prabhu ◽  
Vommina V. Sureshbabu
Keyword(s):  
Molecular Iodine ◽  
One Pot ◽  
Highly Efficient ◽  
One Pot Synthesis

Mild and highly efficient I2 and Et3N aided cyclodeselenization of in situ generated selenosemicarbazide is described to obtain 2-amino-1,3,4-oxadiazole peptidomimetics.

scholarly journals Molecular iodine-catalyzed one-pot multicomponent synthesis of 5-amino-4-(arylselanyl)-1H-pyrazoles

2018 ◽  
Vol 14 ◽  
pp. 2789-2798 ◽  
Author(s):  
Camila S Pires ◽  
Daniela H de Oliveira ◽  
Maria R B Pontel ◽  
Jean C Kazmierczak ◽  
Roberta Cargnelutti ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Functional Group ◽  
Diazo Compound ◽  
Molecular Iodine ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
X Ray ◽  
Dehydrogenative Coupling ◽  
Reflux Temperature

A one-pot iodine-catalyzed multicomponent reaction has been developed for the selective preparation of 5-amino-4-(arylselanyl)-1H-pyrazoles from a diverse array of benzoylacetonitriles, arylhydrazines and diaryl diselenides. The reactions were conducted in MeCN as solvent at reflux temperature under air. The methodology presents a large functional group tolerance to electron-deficient, electron-rich, and bulky substituents and gave the expected products in good to excellent yields. The synthesized 1,3-diphenyl-4-(phenylselanyl)-1H-pyrazol-5-amine was submitted to an oxidative dehydrogenative coupling to produce a diazo compound confirmed by X-ray analysis.

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