Tag: 100-200

Photo-oxidative Cross-Dehydrogenative Coupling-Type Reaction of Thiophenes with α-Position of Carbonyls Using a Catalytic Amount of Molecular Iodine was written by Sudo, Yusuke;Yamaguchi, Eiji;Itoh, Akichika. And the article was included in Organic Letters in 2017.Application In Synthesis of 5-Phenylthiazole This article mentions the following:

Substituted thiophenes and thiazoles such as I (R = Me, Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 4-O₂NC₆H₄, 4-OHCC₆H₄, 4-MeO₂CC₆H₄, PhCOOCH₂) underwent regioselective and chemoselective photochem. aerobic dehydrogenative coupling with 1,1,1-tricarbonyl compounds such as (EtO₂C)₂CHR¹ (R¹ = EtO₂C, Me₂NCO, PhSO₂) in the presence of I₂ and K₃PO₄ in MeCN/H₂O (and in the absence of added metals) under irradiation by compact fluorescent lamps to give substituted thienyl and thiazolyl tricarbonyl compounds such as II (R = Me, Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 4-O₂NC₆H₄, 4-OHCC₆H₄, 4-MeO₂CC₆H₄, PhCOOCH₂; R¹ = EtO₂C, Me₂NCO, PhSO₂). The coupling reaction did not occur in the absence of light or in the presence of radical inhibitors, and II (R = Me; R¹ = EtO₂C) was formed from coupling of 2-methylthiophene and IC(CO₂Et)₃ in the absence of iodine; a mechanism for the coupling reaction is proposed. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Application In Synthesis of 5-Phenylthiazole).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Application In Synthesis of 5-Phenylthiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

trans-3,4-Disubstituted pyrrolidines as inhibitors of the human aspartyl protease renin. Part II: Prime site exploration using an oxygen linker was written by Sellner, Holger;Cottens, Sylvain;Cumin, Frederic;Ehrhardt, Claus;Kosaka, Takatoshi;Lorthiois, Edwige;Ostermann, Nils;Webb, Randy L.;Rigel, Dean F.;Wagner, Trixie;Maibaum, Jurgen. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.Recommanded Product: Thiazol-2-ylmethanamine This article mentions the following:

Inhibition of the aspartyl protease renin is considered as an efficient approach for treating hypertension. Lately, we described the discovery of a novel class of direct renin inhibitors which comprised a pyrrolidine scaffold (e.g., 2). Based on the x-ray structure of the lead compound 2 bound to renin we predicted that optimization of binding interactions to the prime site could offer an opportunity to further expand the scope of this chemotype. Pyrrolidine-based inhibitors were synthesized in which the prime site moieties are linked to the pyrrolidine core through an oxygen atom, resulting in an ether or a carbamate linker subseries. Especially the carbamate derivatives showed a pronounced increase in in vitro potency compared to 2. Here we report the structure-activity relation of both subclasses and demonstrate blood pressure lowering effects for an advanced prototype in a hypertensive double-transgenic rat model after oral dosing. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Recommanded Product: Thiazol-2-ylmethanamine).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Recommanded Product: Thiazol-2-ylmethanamine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

The scope and limitations of deuteration mediated by Crabtree’s catalyst was written by Ellames, George J.;Gibson, Jennifer S.;Herbert, John M.;McNeill, Alan H.. And the article was included in Tetrahedron in 2001.Recommanded Product: 5-Phenylthiazole This article mentions the following:

Exchange of protons for deuterons mediated by Crabtree’s catalyst is directed efficiently by a functional group containing an sp²-hybridized nitrogen or oxygen atom; more electron-rich substrates are, in general, deuterated more efficiently. The electronic effects of substituents in the arene ring are critical only where the directing group is poor, in which case exchange is generally promoted by electron donating substituents, but the exchange is impeded by bulky meta-substituents. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Recommanded Product: 5-Phenylthiazole).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Recommanded Product: 5-Phenylthiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Halogenated 2′-Chlorobithiazoles via Pd-Catalyzed Cross-Coupling Reactions was written by Stanetty, Peter;Schnuerch, Michael;Mihovilovic, Marko D.. And the article was included in Journal of Organic Chemistry in 2006.COA of Formula: C9H6ClNS This article mentions the following:

Halogenated bithiazoles allow facile further functionalization and are, therefore, suitable intermediates for the synthesis of compounds with interesting biol. activity or material science properties. The applicability of three coupling methods (Negishi, Suzuki, and Stille) for the synthesis of the title compounds was compared. The Negishi method proved to be troublesome, and side reactions were predominant. The synthesis of the first thiazoleboronic acid ester offered a new method for the formation of bithiazoles, not generally applicable so far. The lower toxicity compared to that of tin organyls make this method an approach with interesting perspectives. The Stille coupling proved to be superior to the other methods and enabled the synthesis of the title compounds with diverse connectivity. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-phenylthiazole (cas: 329794-40-3COA of Formula: C9H6ClNS).

2-Chloro-5-phenylthiazole (cas: 329794-40-3) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.COA of Formula: C9H6ClNS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Organic base-catalyzed C-S bond construction from CO₂: a new route for the synthesis of benzothiazolones was written by Gao, Xiang;Deng, Yuehua;Lu, Changyu;Zhang, Lei;Wang, Xintao;Yu, Bo. And the article was included in Catalysts in 2018.Related Products of 62266-81-3 This article mentions the following:

Herein, a novel green method of synthesizing benzothiazolones such as I [R = H, 6-Me, 6-OMe, 6-Cl, 6-Br] via cyclocarbonylation of 2-aminothiophenols with CO₂ was developed. A series of organic bases was investigated for the catalysis of cyclocarbonylation, among which 1,5-diazabicyclo[4.3.0]non-5-ene displayed the best catalytic activity. Then, various reaction parameters such as CO₂ pressure, temperature, amount of catalyst and reaction time for the catalytic performance were studied. In the experiment, the researchers used many compounds, for example, 6-Chlorobenzo[d]thiazol-2(3H)-one (cas: 62266-81-3Related Products of 62266-81-3).

6-Chlorobenzo[d]thiazol-2(3H)-one (cas: 62266-81-3) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Related Products of 62266-81-3

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica