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Zaijun Ye Lijuan Bai Yan Bai Zongjie Gan Hui Zhou Tao Pan Yu Yu Jing Zhou 《Tetrahedron》2019,75(5):682-687
A mild Et3N-catalyzed novel domino oxa-Michael/1,6-addition reaction of ortho-hydroxyphenylsubstituted p-QMs and unsaturated isoxazolones is described. Various new spiro-isoxazolonechromans were obtained in good yields (up to 89%) with excellent diastereoselectivities (>99:1 dr). The structure of the new compound 3a was determined by single crystal X-ray analysis. 相似文献
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Puchakayala Bharath Kumar Reddy Kanakaraju Ravi Kukkamudi Mahesh Panaganti Leelavathi 《Tetrahedron letters》2018,59(45):4039-4043
A simple and convenient sequential one-pot synthesis of 1,2,3,4-tetrahydrobenzo[b][1,6] naphthyridines has been developed. The reductive amination of 2-chloro-3-formylquinolines with various amines in the presence of sodium borohydride provided the corresponding secondary amines in high yields. Further, a sequential one-pot reaction involving N-allylation and intramolecular Heck type 6-exo-trig cyclization was performed on the secondary amines to afford a range of desired 1,2,3,4-tetrahydrobenzo[b][1,6]-naphthyridine derivatives in good to high yields. 相似文献
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Developed herein is a new methodology for a hybrid of two pharmacophoric oxindole and isoxazole motifs to construct isoxazole-fused 3,3′-disubstituted oxindole scaffolds via an efficient 1,6-addition reaction of 3-substituted oxindoles to 3-methyl-4-nitro-5-alkenylisoxazoles, which might generate novel drug-like molecules for biological screenings. The method gives an easy access to a series of isoxazole-fused 3,3′-disubstituted oxindoles with 26 examples in high yields (up to 92% yield) and good diastereoselectivity (up to >20:1), which makes possible the synthesis of libraries under similar circumstances. Subsequently, a sequential Michael addition/amidation/reductive cyclization process was designed for accessing this hexahydro-1H-pyrido[2,3-b]indol-2-one scaffold, which is a key structural skeleton found in a large number of biologically active natural products and pharmaceutical compounds. Hexahydro-1H-pyrido[2,3-b]indol-2-one scaffold 7cg could be obtained in 42.5% overall yield after 4 steps. 相似文献
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A facile K2CO3-promoted novel domino 1,6-addition/O-alkylation reaction of ortho-hydroxyphenylsubstituted p-QMs and diethyl bromomalonate is described. A variety of new 3-aryl 2,3-dihydrobenzofurans were obtained in excellent yields (up to 99%) under simple and mild conditions. The structure of the new compound 3f was determined by single crystal X-ray analysis. 相似文献
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Yong-Jia Hao Xiao-Si Hu Jin-Sheng Yu Feng Zhou Ying Zhou Jian Zhou 《Tetrahedron》2018,74(52):7395-7398
Reported here is a highly efficient 1,6-conjugate addition of fluorinated silyl enol ethers to para-quinone methides, allowing facile access to a range of β,β-diaryl α-fluorinated ketones with good to high yields. Fe(OTf)3 was identified as the optimal catalyst, with the loading of 3?mol%. Notably, this represent the first 1,6-conjugate addition with fluorinated silyl enol ethers. The synthetic potential of the resulting adducts is also demonstrated. 相似文献
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Hu Y Song F Wu F Cheng D Wang S 《Chemistry (Weinheim an der Bergstrasse, Germany)》2008,14(10):3110-3117
Tri- and tetracyclic heterocycle systems were constructed by a palladium-catalyzed domino reaction of linear 1,6-dienes that contain acryl groups with aryl halides through C-C coupling and aromatic C-H functionalization. Three different acrylamides have been shown to be very active for the reaction. The substituents on the aryl halides could be ethoxycarbonyl, ketyl, chloro, sulfonyl, cyano, etc. Thus, the ready accessibility of the starting materials, the wide range of compatibility of substrates including both dienes and aryl halides, and the generality of this process make the reaction highly valuable in view of the synthetic and medicinal importance of these kinds of heterocycles. 相似文献
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