Concise synthesis of 2,4-disubstituted thiazoles from β-azido disulfides and carboxylic acids or anhydrides: asymmetric synthesis of cystothiazole C.
نویسندگان
چکیده
A novel and efficient method for the one-pot synthesis of 2,4-disubstituted thiazoles from carboxylic acids or anhydrides is presented. Based on this new method, the total synthesis of the bis-2,4-disubstituted bis(thiazoles) natural product cystothiazole C is also presented.
منابع مشابه
One-pot multicomponent click synthesis of some novel 1,4-disubstituted-1H-1,2,3-triazoles from alkenes
A facile and one-pot multicomponent synthesis of novel 1,4-disubstituted-1H-1,2,3-triazoles from alkenes at room temperature is reported. At the first step, in the presence of I2/NaN3 reagents, various alkenes were converted to the corresponding azido iodides and in the next step, the reaction of these compounds with phenylacetylene in the presence of catalytic amount of sodium ascorbate/ CuSO4...
متن کاملA Simple, Practical and Efficient Method for the Synthesis of New Disubstituted 1,3,4-oxadiazoles
Reactions of N-isocyaniminotriphenylphosphorane with α- chloroketones in the presence ofaromatic carboxylic acids proceed smoothly at room temperature and in neutral conditions toafford new disubstituted 1,3,4-oxadiazole derivatives in high yields.
متن کاملA Novel and Highly Regioselective Synthesis of New Carbamoylcarboxylic Acids from Dianhydrides
A regioselective synthesis has been developed for the preparation of a series of N,N'-disubstituted 4,4'-carbonylbis(carbamoylbenzoic) acids and N,N'-disubstituted bis(carbamoyl) terephthalic acids by treatment of 3,3',4,4'-benzophenonetetracarboxylic dianhydride (1) and 1,2,4,5-benzenetetracarboxylic dianhydride (2) with arylalkyl primary amines (A-N). The carbamoylcarboxylic acid derivatives ...
متن کاملEfficient Synthesis of 5,5-Disubstituted Bis-hydantoins/spirohydantoins and a Tetrakis-analogue: A Drug-like Multi-cyclic Scaffold
An easy method was developed for the efficient preparation of diversely new 5,5-disubstituted N(3),N'(3)-linkaged bis-hydantoins. At first, using the same methods, some ketones and terephthalaldehyde were converted to several hydantoins and a new bis-hydantoin , respectively. Then 1,6-dibromohexane, as a mild reagent, was employed for the alkylation and incorporation of synthesized substrates t...
متن کاملSYNTHESIS OF 3-ARYLMETHYL-4- THIAZOLIDINE-CARBOXYLIC ACID-2-ONES AND 2-THIONES
Barium salts of dibenzylidene cystines 8a-c were obtained from the reaction of Lcystine with benzaldehyde or its derivatives in the presence of barium hydroxide. Their reduction with zinc and hydrochloric acid in methanol yielded the Narylmethylcysteines ?9a-c?. These can, in turn, be converted by esterification into the methyl esters ?10 a-c. ?Reaction of N, N'-carbonyl diimidazole (Im C...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 12 42 شماره
صفحات -
تاریخ انتشار 2014