Thienyl-substituted

The acid chlorides of to-(2-thienyl) substituted butyric (122) and valeric acids (123), as well as the corresponding 5-alkyl-2-thienyl-substituted compounds, undergo internal Friedel-Crafts reaction (SnCl4,CS2) at the 3-position in 70-80% yield, to give the corresponding cyclohexenones (124) and cycloheptenones (125). ... 

The Friedel-Crafts cyclization of w-(2-thienyl) substituted longer fatty acids (130, n = 5,8,9) under high dilution conditions has been investigated by Goldfarb et They used boiling ethereal AlClg,... 

Cyanothiophenes have been converted to amidines, and thienyl-substituted tetrazoles have been prepared from them for pharmacological evaluation. ... 

Leonard, F., and I. Ehrenthal Thienyl-Substituted Aminoesters with Analgetic and Spasmolytic Properties. J. Amer. chem. Soc. 73, 2216 (1951). 

Benzamides constitute a fourth dass of HDAC inhibitors. One example, MS-275, is a phenylenediamine derivative that exhibits robust HDAC inhibition in patients with advanced myeloid leukemia as well as refractory solid tumors or lymphoma in Phase I studies [72]. MS-275 is currently in Phase II trials. In a recent study aimed at optimizing the benzamide scaffold, several bis-(aryl) type analogs were synthesized and evaluated for their activity against a panel of HDACs [85]. Moradei et al. found that a thienyl substitution para to the free amino group in the phenylenediamine core rendered inhibitors specific for HDACsl, 2 with potency superior to that of MS-275. Isoform-specific inhibitors should aid in dissecting the roles of HDACs in normal cellular fundioning and cancer. 

The 3-thienyl substituted silane 30 was trilithiated by Nakayama and coworkers, when reacted with a three-fold excess of n-butyllithium (Scheme 11). Target molecule 31 can also be obtained by bromine-lithium exchange, but with a reduced yield. 

Several examples of a new and simple "LEGO" system to obtain thienyl substituted 2,6-oligopyridines <99T5047>, 4-stannyl-, 4-bromo-oligopyridines and branched oligopyridines <99T5067>, staimylated bipyridines and terpyridines <99EJOC313> from... 

Thienyl-substituted benzoxazoles have been studied for their potential application for fluorescent sensors of metals. They showed absorption bands near 315 nm and emission at 393-394 nm (Of = 0.66-0.80) (07MI2096). Thienyl-substituted imidazopyridines show absorption bands in the range 309-340 nm and emit in the range 474-533 nm (09T5062). Bithienyl-imidazo-anthraquinone derivatives were studied showing an absorption band at 444 nm (070L3201). 

Thienyl substituted 3,4-oxadiazole derivatives have been described (98CEJ2211). 491 showed an absorption peak at 402 nm and an emission at 453 and 477 nm (Of 0.62). 

The thienyl-substituted acids 105 were synthesized by the condensation of isatins 9 with acylthiophenes 106 [104-106],... 

Furyl- and thienyl-substituted silatranes and germatranes 92KGS725. Spirocyclic compounds of siloxane series 93UK208. 

Replacement of the 3-fuiyl group by a 3-thienyl group led to the formation of thienyl-substituted fulgides,58 which have photochromic properties similar to the furyl fulgides. Glaze et al.58 reported that the main difference is a slight bath-ochromic shift of the absorption band of the colored form, 7,7a-dihydrobenzothio-phene (7,7a-DHBT, 48). The photochemical reaction is shown in Scheme 13. 

FeCh-mediated oxidative cyclization of bis(thienyl) substituted compound 873 affords a—a. coupled product 874 (Equation 46) <2002JA7762> /3-/3 coupled compound 876 can be prepared from 875 <2006TL1551>. 

Sulfonation of jneso-(2-thienyl)porphyrin with concentrated sulfuric acid showed a clear temperature dependence of the regioselectivity. At 0-20 °C (kinetic control) meso-(5-sulfonyl-2-thienyl)porphyrin is the main product, whereas at 130 °C the thermodynamically controlled (4-sulfonyl-2-thienyl)-substituted isomer is formed as the main product (Scheme 10) (08TL5810). 

Alkenes and carbinols of the form 91 and 92, but with 3- rather than 2-thienyl substitution, are rare however, one substance in this class (Tino-fedrine, 95)144 has received attention in the last few years. This and related compounds have been reviewed recently 145 Tinofedrine labeled with tritium at the allyl methylene and its neighboring vinyl carbon atom has been synthesized.146 The 2,2 -147,148 and 2,3 -thiophene-substituted counterparts148 of Tinofedrine have been prepared from 2-thienylmagnesium... 

Detailed 1 C n.m.r. studies of 2-thienyl-substituted carbenium ions, such as (137) to (141), have been carried out. The observation of large deviations in the 1- C n.m.r. chemical shift plots of the cationic centre of (139), (140), and (141) and the corresponding 2-furyl and 5-ethyl-2-furyl derivatives, against those of model... 

Holton RA, Nadizadeh H, Beidiger RJ (1993) Preparation of Furyl- and Thienyl-substituted Taxanes as Antitumor Agents. Eur Pat Appl 534,708 (Chem Abstr 119 49693)... 

Holton RA, Nadizadeh H, Biediger RJ, Rengan K, Suzuki Y, Tao C, Chai K-B, Idmoumaz H (1994) Preparation of Taxanes Having Furyl or Thienyl Substituted Side-Chain as Antileukemia and Antitumor Agents. PCT Int Appl WO 94,21,651... 

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