The reaction of isoquinoline and dimethyl acetylenedicarboxylate with 1,2- and 1,4-benzoquinones: a novel synthesis of spiro[1,3]oxazino[2,3-a]isoquinolines
✍ Scribed by Vijay Nair; A.R Sreekanth; A.T Biju; Nigam P Rath
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 221 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The 1,4-dipolar intermediate generated by the addition of isoquinoline to dimethyl acetylenedicarboxylate is trapped by 1,2-and 1,4-benzoquinones to afford spiro[1,3]oxazino[2,3-a]isoquinoline derivatives in high yields.
📜 SIMILAR VOLUMES
The geminal coupling constant C-8.0 Hz) for the N-CH2-0 protons in hexahydro-l&3!-pyrido [1,2-cl[1,3loxazine (1)' when compared with the corresponding n.m.r. parameter in cis-8,12a, -
## Abstract The intramolecular cyclization of 2‐acylphenylacetonitriles **1** under strongly acidic conditions easily affords 1‐substituted 2__H__‐isoquinolin‐3‐ones **2** in excellent yields.