The treatment ofα-bromoalkyl aryl ketones and 2-(propan-2-ylidene)hydrazine carbothioamide afforded 4-aryl-2-(2-(propan-2-ylidene)hydrazinyl)thiazoles via a Hantzsch-thiazole synthesis,which reacted with 4-aryl-2,4-d...The treatment ofα-bromoalkyl aryl ketones and 2-(propan-2-ylidene)hydrazine carbothioamide afforded 4-aryl-2-(2-(propan-2-ylidene)hydrazinyl)thiazoles via a Hantzsch-thiazole synthesis,which reacted with 4-aryl-2,4-diketoesters via a sequential Knorr-pyrazole reaction to deliver a variety of aryl-substituted ethyl 1-(thiazol-2-yl)-1Hpyrazole-3-carboxylates in a one-pot fashion with moderate to high yields.The key intermediates 4-aryl-2,4-diketoesters,existing as its enolic lithium salt,were synthesized in situ by a high-yield tert-BuOLi-mediated Claisen condensation of alkylphenones and diethyl oxalate.This class of elegant molecule comprises aryl groups on the two different heterocyclic cores,and the configurations of two representative molecules were determined by single crystal X-ray crystallography.展开更多
A convenient and efficient method was developed for the synthesis of 2,2＇-（arylmethylene）bis（3-hydrox- ycyclohex-2-enone） derivatives via the oleylamine-catalyzed tandem Knoevenagel/Michael addition reactions of ...A convenient and efficient method was developed for the synthesis of 2,2＇-（arylmethylene）bis（3-hydrox- ycyclohex-2-enone） derivatives via the oleylamine-catalyzed tandem Knoevenagel/Michael addition reactions of aromatic aldehydes and cyclohexane-1,3-diones. This transformation proceeded without any metal catalyst in non-toxic solvent at room temperature with high isolated yields. A plausible mechanism for this process was pro- posed.展开更多
基金The authors are grateful to the National Natural Science Foundation of China(Nos.21176074 and 21171093)for financial support.
文摘The treatment ofα-bromoalkyl aryl ketones and 2-(propan-2-ylidene)hydrazine carbothioamide afforded 4-aryl-2-(2-(propan-2-ylidene)hydrazinyl)thiazoles via a Hantzsch-thiazole synthesis,which reacted with 4-aryl-2,4-diketoesters via a sequential Knorr-pyrazole reaction to deliver a variety of aryl-substituted ethyl 1-(thiazol-2-yl)-1Hpyrazole-3-carboxylates in a one-pot fashion with moderate to high yields.The key intermediates 4-aryl-2,4-diketoesters,existing as its enolic lithium salt,were synthesized in situ by a high-yield tert-BuOLi-mediated Claisen condensation of alkylphenones and diethyl oxalate.This class of elegant molecule comprises aryl groups on the two different heterocyclic cores,and the configurations of two representative molecules were determined by single crystal X-ray crystallography.
基金Supported by the National Natural Science Foundation of China（Nos.21772001, 21372008）, the Natural Science Foundation of Education Administration of Anhui Province, China（No.KJ2016A267）, the Special and Excellent Research Fund of Anhui Normal Universit and the Doctoral Scientific Research Foundation of Anhui Normal University, China（No.2016XJJ110）.
文摘A convenient and efficient method was developed for the synthesis of 2,2＇-（arylmethylene）bis（3-hydrox- ycyclohex-2-enone） derivatives via the oleylamine-catalyzed tandem Knoevenagel/Michael addition reactions of aromatic aldehydes and cyclohexane-1,3-diones. This transformation proceeded without any metal catalyst in non-toxic solvent at room temperature with high isolated yields. A plausible mechanism for this process was pro- posed.
