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Novel polar cycloaddition of 1,2-thiazinylium salt

โœ Scribed by Hiroshi Shimizu; Takashi Hatano; Takayuki Matsuda; Tatsunori Iwamura

Book ID
104260673
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
149 KB
Volume
40
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Dibenzo[e,e][1,

2]

thiazinylium tetrafluoroborate underwent polar cycloaddition with several 1,3-butadienes to afford new sulfur-nitrogen-containing s~lfonium heterocycles in good yields:

The cycloaddition with unsymmetrical 1,3-butadiene, isoprene afforded two regToisomeric adducts. Deprotonation of the cyci~__,_khJct underwent ring transformation toyieldapyrrole derivative.

๐Ÿ“œ SIMILAR VOLUMES

ChemInform Abstract: Novel Polar Cycload
ChemInform Abstract: Novel Polar Cycloaddition of 1,2-Thiazinylium Salt.
โœ Hiroshi Shimizu; Takashi Hatano; Takayuki Matsuda; Tatsunori Iwamura ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 29 KB ๐Ÿ‘ 1 views

Novel Polar Cycloaddition of 1,2-Thiazinylium Salt. -Treatment of the thiazine 5-oxide (I) according to A) affords a thiazinylium tetrafluoroborate which undergoes cycloaddition with the butadienes (II) and (V) to give heterocyclic adducts. Ring transformation of cycloadduct (IIIa) yields the pyrrol

ChemInform Abstract: Polar Cycloaddition
ChemInform Abstract: Polar Cycloaddition of Monocyclic 1,2-Thiazinylium Salt and Transformation of the Cycloadducts to 1,2-Azathiabenzenes.
โœ Hiroshi Shimizu; Takashi Hatano; Takayuki Matsuda; Tatsunori Iwamura ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 33 KB ๐Ÿ‘ 1 views

Polar Cycloaddition of Monocyclic 1,2-Thiazinylium Salt and Transformation of the Cycloadducts to 1,2-Azathiabenzenes. -Diels-Alder reaction of the readily available thiazinylium perchlorate (VI) with the butadienes (VII) provides adducts across the C=S + bond. Deprotonation of the adducts yields 1

First synthesis of stable 5-alkyl- or 4,
First synthesis of stable 5-alkyl- or 4,5-dialkyl-substituted 1,2-thiazinylium salt
โœ Hiroshi Shimizu; Naoyuki Okada; Mitsuhiro Yoshimatsu ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 72 KB

5-t-Butyl-1,2-thiazinylium 6c and rigid 5,8-ethano-5,8-dihydrobenzo[d]-1,2-thiazinylium salts 17 without conjugated stabilization with the aromatic ring at the 4-or 5-position of the thiazine ring have been successfully obtained as crystals.