1953
DOI: 10.1021/jo50017a009
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Synthesis of 4-Substituted Thianaphthene Derivatives

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Cited by 19 publications
(10 citation statements)
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“…of auxin action. However, by analogy with the naphthalene acetic acids, one would expect the 3-, 4-, and 7-TAA to have growth-regulating activity and evidence for this has been produced for the 3-and 7 -acids, and the 4-acid had previously been shown to be an auxin (Kloetzel, Little, and Frisch 1953).…”
Section: Biological Testingmentioning
confidence: 99%
See 1 more Smart Citation
“…of auxin action. However, by analogy with the naphthalene acetic acids, one would expect the 3-, 4-, and 7-TAA to have growth-regulating activity and evidence for this has been produced for the 3-and 7 -acids, and the 4-acid had previously been shown to be an auxin (Kloetzel, Little, and Frisch 1953).…”
Section: Biological Testingmentioning
confidence: 99%
“…Since thionaphthen-3-acetic acid (3-TAA) (I) was found to be an auxin (Crook, Davies, and Smith 1937) attempts have been made to prepare and test biologically :t----;;,""-' -CH2 -C02H (I) all the isomeric thionaphthenacetic acids. This has been done with the exception of thionaphthen-4-acetic acid (4-TAA), which was synthesized and shown to be an auxin by Kloetzel, Little, and Frisch (1953).…”
Section: Introductionmentioning
confidence: 99%
“…Irradiation of 1 x M solutions of 1-phenyl-4-(2'-thieny1)-l,3-butadiene (1) in dry benzene containing 2 x M iodine gave, after 3 days, 4-phenylbenzo[b]thiophene (2), in 15% yield, identical to the known compound (10). As shown in Scheme 1, photocyclization of 1 can occur to the thiophene ring t o give 2, as observed, or photocyclization can occur to the phenyl group to give the known 1-(2'-thieny1)naphthalene (3) (1 1 For personal use only.…”
mentioning
confidence: 99%
“…While preparing a number of conformationally biased compounds, 3-(hydroxymethyl)-4,4-dimethylpentanoic acid -lactone (7) was required as part of a synthetic scheme. It has been shown on several occa-sions28-0 that the material obtained from the dehydration of ethyl 3-hydroxy-3,4,4-trimethylpentanoate (lc) gives 4-hydroxy-3,3,4-trimethylpentanoic acid -lactone (2) rather than 7 as originally thought.2d We have synthesized 7 in 62% yield from lc and now summarize our work.…”
mentioning
confidence: 99%
“…The lactone 7 was prepared by the route shown in Scheme I. Using the procedure of Newman2 and Heilman,3 the hydroxy ester lc was dehydrated in good yield to give the two unsaturated esters 3 and 4 in equal amounts.…”
mentioning
confidence: 99%