Synthesis of multisubstituted quinolines from Baylis-Hillman adducts obtained from substituted 2-chloronicotinaldehydes and their antimicrobial activity

P. Narender; U. Srinivas; M. Ravinder; B. Ananda Rao; Ch. Ramesh; K. Harakishore; B. Gangadasu; U. S. N. Murthy; V. Jayathirtha Rao

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Synthesis of multisubstituted quinolines from Baylis-Hillman adducts obtained from substituted 2-chloronicotinaldehydes and their antimicrobial activity

机译：由取代的2-氯烟碱醛类的Baylis-Hillman加合物合成多取代的喹啉及其抗菌活性

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摘要

Baylis-Hillman acetates were synthesized from substituted 2-chloronicotinaldehydes and were conveniently transformed into multisubstituted quinolines and cyclopenta[g]quinolines on reaction with nitroethane or ethyl cyanoacetate via a successive S_N2′-S_NAr elimination strategy. Thus, synthesized quinolines were evaluated for antimicrobial activity and found having substantial antibacterial and antifungal activity.

机译：由取代的2-氯烟碱醛合成Baylis-Hillman乙酸酯，并通过连续的S_N2'-S_NAr消除策略，在与硝基乙烷或氰基乙酸乙酯反应后，将其方便地转化为多取代喹啉和环戊[g]喹啉。因此，评估了合成的喹啉的抗菌活性，发现其具有显着的抗菌和抗真菌活性。

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《Bioorganic and Medicinal Chemistry》 |2006年第13期|p.4600-4609|共10页
作者
P. Narender; U. Srinivas; M. Ravinder; B. Ananda Rao; Ch. Ramesh; K. Harakishore; B. Gangadasu; U. S. N. Murthy; V. Jayathirtha Rao;
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作者单位

Organic Chemistry Division-II, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500007, India;

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正文语种 eng
中图分类药学;生物化学;
关键词
substituted 2-chloronicotinaldehydes; baylis-hillman adducts; S_N2′-S_NAr elimination reaction; multisubstituted quinolines; antimicrobial evaluation;

机译：取代的2-氯烟碱醛类;Baylis-hillman加合物;S_N2′-S_NAr消除反应;多取代喹啉;抗菌性能;

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1. Synthesis of multisubstituted quinolines from Baylis-Hillman adducts obtained from substituted 2-chloronicotinaldehydes and their antimicrobial activity [J] . P. Narender, U. Srinivas, M. Ravinder, Bioorganic and medicinal chemistry . 2006,第13期

机译：由取代的2-氯烟碱醛类的Baylis-Hillman加合物合成多取代的喹啉及其抗菌活性
2. Synthesis of Substituted 1,8-Naphthyridine-3-carboxylates from Baylis-Hillman Adducts of Substituted 2-Chloronicotinaldehydes [J] . Narender P, Ravinder M, Sadhu PS, Helvetica chimica acta . 2009,第5期

机译：由取代的2-氯烟碱醛的Baylis-Hillman加合物合成取代的1,8-萘啶-3-羧酸盐
3. The first successful intermolecular Heck reaction of Baylis-Hillman adducts:synthesis of beta-aryl substituted Baylis-Hillman adducts [J] . Jeong Mi Kim, Ko Hoon Kim, Taek Hyeon Kim Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2008,第20期

机译：Baylis-Hillman加合物的第一个成功的分子间Heck反应：β-芳基取代的Baylis-Hillman加合物的合成
4. Synthesis and Optical Study of Ortho, Meta and Para Methoxy Substituted 2, 4 -Diphenyl Quinoline [C] . L.K. Bedre, B.M. Bahirwar International Conference on "Multidimensional Role of Basic Science in Advanced Technology" . 2019

机译：邻，荟萃和甲氧基取代2,4-二苯基喹啉的合成和光学研究
5. Progress toward the synthesis of beta-branched Baylis-Hillman adducts via diastereoselective allenolate addition, and, Direct functionalization of tetrahydrofuran and other ethers with trimethylsilylketene, and, Synthesis and reactions of (eta6-phenyltricarbonylchromium)diazomethane. [D] . Rabbat, Christopher Joseph. 2006

机译：通过非对映选择性烯丙基酯加成合成β-支链Baylis-Hillman加合物的进展，以及四氢呋喃和其他醚与三甲基甲硅烷基烯酮的直接官能化，以及（eta6-苯基三羰基铬）重氮甲烷的合成和反应。
6. Synthesis and Antileishmanial Activities of Novel 3-Substituted Quinolines [O] . André Gustavo Tempone, Ana Cláudia Melo Pompeu da Silva, Carlos Alberto Brandt, 2005

机译：新型3-取代喹啉的合成及抗leishmanial活性
7. Diastereoselective Synthesis Of Substituted 2-amino-1,3-propanediols From Morita Baylis-hillman Adducts [O] . Paioti P.H.S., Rezende P., Coelho F. 2015

机译：从森田贝利斯-希尔曼加合物的非对映选择性合成取代的2-氨基-1,3-丙二醇

Synthesis of multisubstituted quinolines from Baylis-Hillman adducts obtained from substituted 2-chloronicotinaldehydes and their antimicrobial activity

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