Synthesis of ([1,2,4]triazolo[4,3-a]pyridin-3-ylmethyl)phosphonates and their benzo derivatives via 5-exo-dig cyclization
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چکیده
منابع مشابه
5-Exo-dig radical cyclization of enediynes: the first synthesis of tin-substituted benzofulvenes.
[reaction: see text] Bu(3)Sn-mediated 5-exo-dig radical cyclization of diaryl enediynes provides a mild and efficient approach to tin-substituted fulvenes. Further synthetic opportunities opened by this process and general factors responsible for the observed regio- and stereoselectivity are outlined.
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Substituted benzyl alkynyl ethers, prepared from the corresponding α-alkoxy ketones in a two-step sequence involving enol triflate formation and KOtBu-induced E2 elimination, undergo [3,3]-sigmatropic rearrangement/intramolecular 5-exo-dig cyclization at 60 °C to form substituted 2-indanones in good overall yields. 1,3-cis-Disubstituted-2-indanones are formed preferentially when the benzylic su...
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This article reviews our contribution in the field of radical synthetic chemistry, focusing on cascades relying on the use of propargylic BMDMS ethers and asymmetric synthesis using enantiopure vinylsulfoxides. THE 5-EXO-DIG CYCLIZATION OF BMDMS PROPARGYLIC ETHERS: AN EFFICIENT TRIGGER FOR RADICAL CASCADES The vinyl radical, a precious tool The vinyl radical of type 3 resulting from the highly ...
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This article describes the development of microwave-assisted oxyanionic 5-exo-dig cyclization-Claisen rearrangement sequence as a convenient "one-pot" route to a variety of seven-membered carbocyclic ring systems. This process was used as the key transformation for the construction of several natural products, including frondosins A, B, and C.
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A tandem SNAr/5-exo-trig cyclization reaction is reported that converts N-alkyl- and -arylimines derived from o-fluorobenzaldehydes into 3-amino-2,3-dihydro-2,2-diarylbenzofurans in moderate to good yields. Diarylmethoxide coupling partners serve the dual role of nucleophile in the SNAr step and catalytic base in the cyclization step. With a subset of the substrates, a further base-induced elim...
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ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2019
ISSN: 1860-5397
DOI: 10.3762/bjoc.15.159