Multicomponent Condensation Reactions via ortho-Quinone Methides
نویسندگان
چکیده
منابع مشابه
The Domestication of ortho-Quinone Methides
CONSPECTUS: An ortho-quinone methide (o-QM) is a highly reactive chemical motif harnessed by nature for a variety of purposes. Given its extraordinary reactivity and biological importance, it is surprising how few applications within organic synthesis exist. We speculate that their widespread use has been slowed by the complications that surround the preparation of their precursors, the harsh g...
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This article provides an overview about specifically modified Mannich reactions where the process involves an ortho-quinone methide (o-QM) intermediate. The reactions are classified on the basis of the o-QM source followed by the reactant, e.g., the dienophile partner in cycloaddition reactions (C=C or C=N dienophiles) or by the formation of multicomponent Mannich adducts. Due to the important ...
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ortho-Quinone methides, arising from a formal [2+2] cycloaddition between arynes and DMF, were found to facilely undergo a [4+2] cycloaddition with ester enolates or ketenimine anions to produce diverse coumarins in a straightforward manner.
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Stable derivatives of oxaphosphaphenanthrenes were prepared using multicomponent reactions of 3-bromo-2-naphthol, dialkyl acetylenedicarboxylate and trimethyl or triphenyl phosphite under microwave conditions with good yields.
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Asymmetric Conjugate Addition of ortho-Quinone Methides as a Pathway to the Core of Nomofungin Introduction: Tetracyclic structures are found at the core of many biologically active molecules. One class of compounds with a tetracyclic core is the family of communesin products. 1 These products have shown cytotoxicity against several leukemia cell lines as well as insecticidal activity against s...
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2017
ISSN: 1523-7060,1523-7052
DOI: 10.1021/acs.orglett.7b00647