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61.
Miha Drev Uroš Grošelj Špela Mevec Eva Pušavec Janja Štrekelj Amalija Golobič Georg Dahmann Branko Stanovnik Jurij Svete 《Tetrahedron》2014
The synthesis of 7-substituted pyrazolo[1,5-a]pyrimidine-3-carboxamides was studied. First, methyl 7-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylate (5) was prepared in three steps from methyl 5-amino-1H-pyrazole-4-carboxylate (3). Treatment of 5 with POCl3 gave the highly reactive 7-chloro derivative 10, which was reacted with amines, benzyl alcohol, and phenylboronic acid in the presence of Pd-catalyst to give the corresponding 7-substituted derivatives 11. Hydrolysis of the esters 5 and 11 followed by amidation gave the corresponding carboxamides 16a–h and 15. Regioselectivity of N-alkylation of 7-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxylic acid derivatives 5 and 16 was tunable by the carboxy function. Alkylation of the secondary amides 16a–f furnished the 1-alkyl derivatives 17a–f, whereas the ester 5 and the tertiary amides 16g,h gave the 4-alkyl derivatives 14a–d and 16m,n, selectively. 相似文献
62.
A parallel solid-phase synthesis of 2,4,5-trisubstituted thiophene-3-carbonitrile derivatives was developed. The polymer-supported synthetic route progressed using the sulfide linker via a traceless strategy. The initial synthesis utilized the Thorpe–Ziegler type cyclization of α-haloketone and polymer-supported 2,2-dicyanoethene-1,1-bis(thiolate), which was derived from the Merrifield resin. The resulting thiophene resin was introduced to one substitution by N-arylation. After oxidation of sulfides to sulfones in the thiophene resins for subsequent cleavage, nucleophilic desulfonative substitution with amines and thiols afforded the desired thiophene-3-carbonitrile derivatives in good overall yields. 相似文献
63.
Emmanuelle Dubost Silvia Stiebing Thibault Ferrary Thomas Cailly Frédéric Fabis Valérie Collot 《Tetrahedron》2014
A set of variously substituted indazoles and hetero-aromatic derivatives were synthesized from o-halo-(het)arylaldehydes using a palladium catalyzed amination followed by cyclization. Starting from phenones, this process was extended to give 3-substituted indazoles. Moreover, N-1-substituted-indazoles can be reached by this strategy using an optional selective N-1-alkylation step during the process. This methodology offers a general and easy route for the synthesis of regioselectively substituted indazoles. 相似文献
64.
A convenient, single-step, efficient synthesis of benzimidazoles from esters and diamines is reported. The methodology uses an air stable form of trimethylaluminum referred to as DABAL-Me3 and is compatible with a wide range of functional groups, including acid-sensitive protecting groups. 相似文献
65.
《印度化学会志》2021,98(2):100001
Herein, an efficient and economic access has been revealed for the synthesis of isoquinolines via C–H bond activation strategy by using comparatively inexpensive and versatile cobalt catalyst. A hardly investigated directing group, N-tosylhydrazone has been effectively applied as an internal oxidant for an annulation reaction with internal alkynes via C–H/N–N bond functionalization. This catalytic protocol works for the extensive variety of substrates in moderate to excellent yields under external oxidant-free conditions. Additionally, the proposed protocol has advantages such as broad substrate coverage with significant product yields, readily synthesized substrates as well as scalability up to the gram quantity which further improves the competency of the methodology. 相似文献
66.
A new approach to the synthesis of 5,5'-dinitro-3,3'-azo-1H-1,2,4-triazole ( 3 ) starting from 3,6-dihydrazinyl-1,2,4,5-tetrazine (DHT) was discovered. Nitrogen-rich energetic salts of 3 were synthesized in high yields. It is unusual that all the salts were less thermally stable than the neutral compound 3 . Of all the compounds, the decomposition temperature of 217 °C, as well as being insensitive towards impact and friction, which suggests potential application as an environmentally friendly nitrogen-rich energetic material. 相似文献
67.
Stephen K. Taylor Dawn DeYoung Lloyd J. Simons James R. Vyvyan ‡ Mary A. Wemple Noelle K. Wood 《合成通讯》2013,43(9):1691-1701
The nucleophilic opening of epoxides by nitrile enolates using an efficient, convenient protocol is described. The diastereoselectivity of this reaction was explored and found to give syn:anti ratios ranging from 1.1:1.0 to 4.8:1.0. 相似文献
68.
Juvocimene I is prepared by a non ambiguous synthesis based on the regioselective alkylation of 4-methylhexa-2,4-dienoic acid, and Wittig olefination of the aldehyde corresponding to the alkylated acid. 相似文献
69.
70.