✦ LIBER ✦

An interesting synthesis of thieno[2,3-d][1,2,3]thiadiazole via decomposition/recyclization of 3-methoxycarbonyl-1H-thieno-[2,3-e][1,3,4]thiadiazine 4,4-dioxide

✍ Scribed by Chad E. Stephens; J. Walter Sowell Sr.

Publisher: Journal of Heterocyclic Chemistry
Year: 2000
Tongue: English
Weight: 142 KB
Volume: 37
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570370133

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Attempted hydrolysis of the ester of 3‐methoxycarbonyl‐1__H__‐thieno[2,3‐e][1,3,4]thiadiazine 4,4‐dioxide (I) under acidic conditions gave the ring‐contracted thieno[2,3‐d][1,2,3]thiadiazole (V) instead of the expected carboxylic acid. In addition to a discussion of the reaction, a plausible mechanism is presented.

📜 SIMILAR VOLUMES

ChemInform Abstract: An Interesting Synt

ChemInform Abstract: An Interesting Synthesis of Thieno[2,3-d][1,2,3]thiadiazole via Decomposition/Recyclization of 3-Methoxycarbonyl-1H-thieno[2,3-e][1,3,4]thiadiazine 4,4-Dioxide.

✍ Chad E. Stephens; J. Walter Sowell Sen. 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 27 KB 👁 1 views

Synthesis of New Heteroaromatic Nitrogen

Synthesis of New Heteroaromatic Nitrogen Ligands: Pyrimido[4′′,5′′:4′,5′]thieno[3′,2′:4,5]thieno[3,2-d]pyrimidines and 1,2,3-Triazine[4′′,5′′:4′,5′]thieno[3′,2′:4,5]thieno [3,2-d]-1,2,3-triazines.

✍ Gerardo Blanco; Jose M. Quintela; Carlos Peinador 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 25 KB 👁 1 views

Synthesis of new heteroaromatic nitrogen

Synthesis of new heteroaromatic nitrogen ligands: Pyrimido-[4″,5″:4′,5′]-thieno[3′,2′:4,5]thieno[3,2-d]pyrimidines and 1,2,3-triazine[4″,5″:4′,5′]thieno[3′,2′:4,5]thieno[3,2-d]-1,2,3-triazines

✍ Gerardo Blanco; José M. Quintela; Carlos Peinador 📂 Article 📅 2006 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 126 KB 👁 1 views

## Abstract magnified image An efficient one‐pot access for the synthesis of the previously unreported tetracyclic fused pyrimido‐[4″,5″:4′,5′]thieno[3′,2′:4,5]thieno[3,2‐__d__]pyrimidine (**3**) and 1,2,3‐triazine[4″,5″:4′,5′]thieno‐[3′,2′:4,5]thieno‐[3,2‐__d__]‐1,2,3‐triazine (**5**) heteroaroma

Reactivity Study of 1H-Thieno[3,2-d][1,3

Reactivity Study of 1H-Thieno[3,2-d][1,3]oxazine-2,4-dione Toward the Synthesis of Bicyclic 3,4-Dihydro-1H-thieno[3,2-e][1,4]diazepine-2,5-dione Analogues.

✍ Yann Brouilette; Vincent Lisowski; Pierre Fulcrand; Jean Martinez 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 25 KB 👁 1 views

The synthesis of novel polycyclic hetero

The synthesis of novel polycyclic heterocyclic ring systems via photocyclization. 20. Benzo[h]thieno[3′,2′:4,5]thieno[2,3-c]-quinoline, benzo[f]thieno[3′,2′:4,5]thieno[2,3-c]quinoline, benzo[f]thieno[3′,2′:4,5]thieno[2,3-c]tetrazolo[1,5-a]quinoline and benzo[f]thieno[3′,2′:4,5]thieno[2,3-c][1,2,4]triazolo[4,3-a]quinoline

✍ Jiann-Kuan Luo; Ronald F. Federspiel; Raymond N. Castle 📂 Article 📅 1998 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 347 KB 👁 1 views

## Abstract Four previously unknown polycyclic heterocyclic ring systems, namely, benzo[__h__]thieno[3′,2′:4,5]‐thieno[2,3‐__c__]quinoline (6), benzo[__h__]thieno[3′,2′:4,5]thieno[2,3‐__c__]quinoline (11), benzo[__f__]thieno‐[3′,2′:4,5]thieno[2,3‐__c__]tetrazolo[1,5‐__a__]quinoline (12) and benzo[_

Tetracyclic systems: Synthesis of isoind

Tetracyclic systems: Synthesis of isoindolo[1,2-b]thieno-[2,3(3,2 or 3,4)-e][1,3]thiazocines and Isoindolo[2,1-a]thieno-[2,3(3,2 or 3,4)-f][1,4] and [1,5]diazocines

✍ Pascal Pigeon; Bernard Decroix 📂 Article 📅 1997 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 432 KB 👁 1 views

## Abstract Cyclization of thioglycolic acids derivatives 3a‐d gave isoindolo[1,2‐__b__]thieno[2,3(3,2 or 3,4)‐__e__][1,3]‐thiazocines 4a‐d. Isoindolo[2,1‐__a__]thieno[2,3(3,2 or 3,4)‐__f__][1,4] or [1,5]diazocines 10b or 11a‐c were synthesized from Beckmann or Schmidt rearrangement of the ketones