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Synthesis of Functionalized 4,1‐Benzothiazepines via a [4+3] Annulation between Aza‐ o‐ Quinone Methides and Pyridinium 1,4‐Zwitterionic Thiolates

Autor: Hua-Peng Cui, Ya-Jing Chen, Xin-Lu Wang, Juntao Liu, Chuanchuan Wang, Zhi-Wei Ma, Degang Ding, Xue-Hua Liu, Lei Meng

Publikováno v: Advanced Synthesis & Catalysis. 364:296-301

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::682ae37c806f831d5c59c8754875110d
https://doi.org/10.1002/adsc.202101034

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Stereoselective Synthesis of Dihydrocoumarins via [1,2]-Phospha-Brook Rearrangement in Three-Component Coupling Reaction of α-Ketoesters, o-Quinone Methides, and Dialkyl Phosphites

Autor: Dipak Singh, Ravi P. Singh, Ravneet Kaur

Publikováno v: The Journal of Organic Chemistry. 86:15702-15711

A highly regio- and diastereoselective approach for the synthesis of phosphate substituted dihydrocoumarins via Bronsted base catalyzed [1,2]-phospha-Brook rearrangement is reported. The two-step, one-pot Michael addition of α-phosphonyloxy enolates

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::8967f3a33f4e46edf3c375e0094d164c
https://doi.org/10.1021/acs.joc.1c01414

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Akademický článek

Identifying the Tautomeric Form of a Deoxyguanosine-Estrogen Quinone Intermediate

Autor: Douglas E. Stack

Publikováno v: Metabolites, Vol 5, Iss 3, Pp 475-488 (2015)

Mechanistic insights into the reaction of an estrogen o-quinone with deoxyguanosine has been further investigated using high level density functional calculations in addition to the use of 4-hyroxycatecholestrone (4-OHE1) regioselectivity labeled wit

Externí odkaz: https://doaj.org/article/7ec0334ada3749b9b0ead54cb536005e

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Organocatalytic Asymmetric Addition of Aromatic α-Cyanoketones to o-Quinone Methides: Synthesis of 3,4-Dihydrocoumarins and Tetrasubstituted Chromans

Autor: Subhas Chandra Pan, Chandan Gharui, Chandrakanta Parida

Publikováno v: The Journal of Organic Chemistry. 86:13071-13081

The first organocatalytic asymmetric addition of aromatic α-cyanoketones to in situ-generated o-quinone methides has been developed. The products 3,4-dihydrocoumarin and tetrasubstituted chroman were obtained via addition of aromatic α-cyanoketones

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::9ee098b1024ee027d6880f511ebb1de3
https://doi.org/10.1021/acs.joc.1c00435

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A [4+3] Cycloaddition Reaction of Aza-ortho-quinone Methides with C,N-Cyclic Azomethine Imines for Synthesis of 1,2,4-Triazepines

Autor: Yunlei Hou, Ping Gong, Zefei Li, Pengfei Wang, Qi Zhen, Xinyue Wang, Xinyu Zou, Yaning Yao, Chang Feng, Mingzhang Guo

Publikováno v: Synlett. 32:2090-2096

The base-induced formal [4+3] cycloaddition reaction of C,N-cyclic azomethine imines with aza-ortho-quinone methides, generated in situ, is reported. This protocol provided an efficient method for the synthesis of biologically important 1,2,4-triazep

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::977702a0f3764913b197d6d36d52446c
https://doi.org/10.1055/a-1585-4490

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New Reactions of Contraction of the o-Quinone Ring with the Formation of Derivatives of 2-(2-Indolyl)-cyclopenta[b]pyrrole-3,4-diones and Pyrindino[1,2-a]indoles: A Combined Experimental and Density Functional Theory Investigation

Autor: Igor V. Dorogan, I. O. Tupaeva, Duong Nghia Bang, Valery V. Tkachev, Trang Van Nguyen, Toan Ngoc Duong, Yurii A. Sayapin, Hoang Vu Dinh, Dai Lam Tran, Tatyana A. Krasnikova, S. M. Aldoshin, E. A. Gusakov, Vladimir I. Minkin

Publikováno v: ACS Omega, Vol 6, Iss 28, Pp 18226-18234 (2021)

Derivatives of 2-(2-indolyl)-cyclopenta[b]pyrrole-3,4-diones and pyrindino[1,2-a]indoles were synthesized by a new reaction of contraction of the o-quinone ring, and their structures were investigated by X-ray crystallography and nuclear magnetic res

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b4146f619c47e3c116641afa0c82cf4c
https://doi.org/10.1021/acsomega.1c02033

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Diastereoselective Synthesis of Tetrabenzohydrofuran Spirooxindoles via Diethyl Phosphite-Mediated Coupling of Isatins with o-Quinone Methides

Autor: Yanfeng Gao, Zhiwei Miao, Xiyuan Zhang, Yitong Liu

Publikováno v: The Journal of Organic Chemistry. 86:8630-8640

Diethyl phosphite-initiated coupling of isatins with o-quinone methides (o-QMs) is reported. This reaction involves a cascade transformation initiated by base-promoted addition of phosphite to isatins, followed by [1,2]-phospha-Brook rearrangement. T

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::1b85e03d48c86a8f3b37d8943ef4054c
https://doi.org/10.1021/acs.joc.1c00336

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