LAUSR

1,1′-Carbonyldiimidazole as a cyclodehydrating agent for the Castagnoli–Cushman reaction of dicarboxylic acids and imines

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0 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

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0 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

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0 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

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1 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

The Castagnoli–Cushman Reaction

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1 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;