1,1′-Carbonyldiimidazole as a cyclodehydrating agent for the Castagnoli–Cushman reaction of dicarboxylic acids and imines
Sign Up to like & getrecommendations! Published in 2019 at "Mendeleev Communications"
DOI: 10.1016/j.mencom.2019.05.016
Abstract: A novel protocol for the Castagnoli–Cushman reaction of dicarboxylic acids and imines comprises the use of 1,1′-carbonyldiimidazole as the cyclodehydrating agent to in situ produce the intermediate anhydrides. In contrast to previously developed procedure involving… read more here.
Keywords: reaction dicarboxylic; dicarboxylic acids; acids imines; reaction ... See more keywords
Hydroxylamine as an ammonia equivalent: access to NH-tetrahydroisoquinolonic derivatives from aldoximes by the Castagnoli–Cushman reaction followed by reduction
Sign Up to like & getrecommendations! Published in 2019 at "Mendeleev Communications"
DOI: 10.1016/j.mencom.2019.05.033
Abstract: A novel synthetic protocol towards trans-NH-tetrahydroisoquinolonic acid esters is based on the Castagnoli–Cushman reaction between aromatic aldehyde oximes and homophthalic anhydride, followed by esterification and TiCl3-promoted reduction. The scope of the method with respect to… read more here.
Keywords: cushman reaction; ammonia equivalent; reduction; hydroxylamine ammonia ... See more keywords
The Castagnoli-Cushman reaction in a three-component format
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2018.05.066
Abstract: Abstract The first example of the Castagnoli-Cushman reaction of homophthalic acid with an amine and an aldehyde conducted in a three-component format is reported. This new protocol employs no dehydrating agents and, unlike the traditional… read more here.
Keywords: castagnoli cushman; three component; component format; cushman reaction ... See more keywords
Acetic anhydride to the rescue: Facile access to privileged 1,2,3,4-tetrahydropyrazino[1,2-a]indole core via the Castagnoli-Cushman reaction
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2018.08.049
Abstract: Abstract Indole-fused cyclic anhydrides earlier deemed unreactive in the Castagnoli-Cushman reaction with imines have been rendered valid participant in this process. The new reaction format involves the use of respective indole-based dicarboxylic acids and in… read more here.
Keywords: acetic anhydride; castagnoli cushman; privileged tetrahydropyrazino; reaction ... See more keywords
Trifluoroethanol Promoted Castagnoli–Cushman Cycloadditions of Imines with Homophthalic Anhydride
Sign Up to like & getrecommendations! Published in 2022 at "Molecules"
DOI: 10.3390/molecules27030844
Abstract: Lactams are essential compounds in medicinal chemistry and key intermediates in the synthesis of natural products. The Castagnoli–Cushman reaction (CCR) of homophthalic anhydride with imines is an exciting method for accessing cyclic densely substituted lactam… read more here.
Keywords: promoted castagnoli; cycloadditions imines; homophthalic anhydride; trifluoroethanol promoted ... See more keywords
Extending the Scope of the New Variant of the Castagnoli–Cushman Cyclocondensation onto o-Methyl Benzoic Acids Bearing Various Electron-Withdrawing Groups in the α-Position
Sign Up to like & getrecommendations! Published in 2022 at "Molecules"
DOI: 10.3390/molecules27217211
Abstract: Based on the previously reported involvement of homophthalic acid monoesters in the Castagnoli–Cushman reaction-type cyclocondensation with imines, we tested a number of other o-methyl benzoic acids bearing various electron-withdrawing groups in the α-position. The majority… read more here.
Keywords: acids bearing; castagnoli cushman; bearing various; benzoic acids ... See more keywords
One-Pot Sequence of Staudinger/aza-Wittig/Castagnoli–Cushman Reactions Provides Facile Access to Novel Natural-like Polycyclic Ring Systems
Sign Up to like & getrecommendations! Published in 2022 at "Molecules"
DOI: 10.3390/molecules27238130
Abstract: Realization of the one-pot Staudinger/aza-Wittig/Castagnoli–Cushman reaction sequence for a series of azido aldehydes and homophthalic anhydrides is described. The reaction proceeded at room temperature and delivered novel polyheterocycles related to the natural product realm in… read more here.
Keywords: staudinger aza; wittig castagnoli; aza wittig; one pot ... See more keywords
The Castagnoli–Cushman Reaction
Sign Up to like & getrecommendations! Published in 2023 at "Molecules"
DOI: 10.3390/molecules28062654
Abstract: Since the first reports of the reaction of imines and cyclic anhydrides by Castagnoli and Cushman, this procedure has been applied to the synthesis of a variety of lactams, some of them with important synthetic… read more here.
Keywords: reaction; castagnoli cushman; cushman reaction;