ChemInform Abstract: A Convenient Approach to Diastereomerically Pure 1,3,4-Trisubstituted Pyrrolidin-2-ones by Intramolecular Cyclization of N-(2-Alken-1-yl) amides Mediated by Mn(III). An Entry to Both (R)- and (S)-3- Pyrrolidineacetic Acid.

ChemInform ◽  
2010 ◽  
Vol 27 (17) ◽  
pp. no-no
Author(s):  
R. GALEAZZI ◽  
G. MOBBILI ◽  
M. ORENA
Synthesis ◽  
2018 ◽  
Vol 50 (09) ◽  
pp. 1891-1900 ◽  
Author(s):  
Nina Nedolya ◽  
Boris Trofimov ◽  
Olga Tarasova ◽  
Alexander Albanov

A synthetically simple and convenient approach to tetrasubstituted thiophenes with rare combination of the alkoxy, amino, and cyano groups has been developed. The assembly of polyfunctionalized thiophene ring is implemented in one preparative step by sequential addition of isothiocyanate and 2-bromoacetonitrile to the lithiated (with n-BuLi) alkoxyallene. The reaction proceeds through in situ formation and intramolecular cyclization of cyanomethyl 2-alkoxy-N-buta-2,3-dienimidothioate (1-aza-1,3,4-triene).


Molecules ◽  
2020 ◽  
Vol 25 (12) ◽  
pp. 2887
Author(s):  
Oleksandr Shalimov ◽  
Eduard Rusanov ◽  
Oksana Muzychka ◽  
Petro Onys’ko

A new effective method for the construction of nitrogen heterocycles incorporating endocyclic pharmacophore sulfonamide fragment, based on the use of easy accessible N-(chlorosulfonyl)imidoyl chloride, CCl3C(Cl)=NSO2Cl (1), has been developed. Thus, a reaction of 1 as bielectrophilic 1,3-C–N–S reagent with benzylamines that act as 1,4-N–C–C-C binucleophiles, affords respective 1,2,4-benzothiadiazepine-1,1-dioxides. On the other hand, 1 reacts with alkenyl amines with the formation of respective N-alkenyl amidines undergoing Lewis acids initiated intramolecular cyclization to afford derivatives of 1,2,4-thiadiazines and 1,2,4-thiadiazocines bearing a halomethyl group able for further functionalization. The first examples of electrophilic heterocyclization of the chlorosulfonyl group onto an alkenyl or alkynyl group have been revealed.


Author(s):  
Hannah E. Burdge ◽  
Takuya Oguma ◽  
Takahiro Kawajiri ◽  
Ryan Shenvi

<div><div><div><p>The first synthesis of GB22 was accomplished by a con- cise, modular route. Two building blocks converged in a novel sp3-sp2 attached-ring coupling that used Ir/Ni dual-catalysis to reverse the regioselectivity of siloxycy- clopropane arylation. This cross-coupling proved general to access β-substituted tetralones via ring-expansion of indanone-derived siloxycyclopropanes. The congested, bridging rings of the GB alkaloids were completed using an aluminum-HFIP complex that effected intramolecular cyclization of an acid-labile substrate.</p></div></div></div>


2019 ◽  
Author(s):  
Hannah E. Burdge ◽  
Takuya Oguma ◽  
Takahiro Kawajiri ◽  
Ryan Shenvi

<div><div><div><p>The first synthesis of GB22 was accomplished by a con- cise, modular route. Two building blocks converged in a novel sp3-sp2 attached-ring coupling that used Ir/Ni dual-catalysis to reverse the regioselectivity of siloxycy- clopropane arylation. This cross-coupling proved general to access β-substituted tetralones via ring-expansion of indanone-derived siloxycyclopropanes. The congested, bridging rings of the GB alkaloids were completed using an aluminum-HFIP complex that effected intramolecular cyclization of an acid-labile substrate.</p></div></div></div>


1982 ◽  
Vol 47 (8) ◽  
pp. 2280-2290 ◽  
Author(s):  
Helena Velgová ◽  
Jorga Smolíková ◽  
Antonín Trka ◽  
Antonín Vítek

Acid-catalyzed intramolecular cyclization of 6,7-dihydroxy-3α,5-cyclo-6,7-seco-5α-androstan-17-one (VII), 5,7-dihydroxy-3,5-methylene-5,7-secoandrostan-17-one and 5,7-dihydroxy-3β,5-cyclo-5,7-seco-A-homo-5β-androstan-17-one (XIII) in benzene and dioxane was investigated. The main cyclization products were 3,5-methylene-6-oxaandrostan-17-one (I) and/or 3β,5-cyclo-6-oxa-A-homo-5β-androstan-17-one (VIII). In the case of VI and VII the ratio of I and VIII was solvent-dependent: in benzene more VIII was formed than in dioxane. The mass spectra of I and VIII were almost identical and corresponded to the structure VIII.


1985 ◽  
Vol 16 (9) ◽  
Author(s):  
L. I. KAS'YAN ◽  
N. S. ZEFIROV ◽  
N. V. STEPANOVA ◽  
L. E. SALTYKOVA ◽  
O. L. RYZHIK

2021 ◽  
Author(s):  
Jason An ◽  
Jose Intano ◽  
Alissa Richard ◽  
Taehyun Kim ◽  
Jose Gascon ◽  
...  

The first general preparation of 4-bromo-2,3-dihydrofurans is reported. These non-aromatic heterocyles containing a useful coupling handle are accessed via Cu-catalyzed intramolecular cyclization of 1,2-dibromohomoallylic alcohols, which are themselves available in...


Author(s):  
Woo Young Lee ◽  
Yong Min Kim ◽  
Jin Han Kwon ◽  
Hong Chul Moon

In this study, a convenient approach is proposed to tune the properties of ion gels by utilizing mixed ionic liquid (IL) systems. Herein, a binary IL system consisting of 1-butyl-3-methylimidazolium...


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