HCID 138051, compound → HCID 19922463, compound
Reaction equation
[S:1]1[CH:5]=[CH:4][C:3]2[CH2:6][C:7]3[C:12]([C:2]1=2)=[CH:11][CH:10]=[CH:9][CH:8]=3.C(C1SC=CC=1)=CC1C=CC=CC=1>>[S:1]1[CH:5]=[CH:4][C:3]2[C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=3[CH2:12][C:2]1=2Participants
Procedure
The nitrogen in the above diazastilbenes and monoazastilbenes may be replaced with other heteroatoms and heterocycles to yield targets as shown in Scheme 71. ##STR91## For instance, 3-styrylthiophene (172) yields a photocyclization product (J. Chem. Soc. C, 2504 (1970) which may be converted by the methods described above to 4H-indeno[1,2-b]thiophene (173). Likewise, 2-styrylthiophene (175) is converted by photocyclization [J. Chem. Soc., 6221 (1965)] to an intermediate that will yield 8H-indeno[2,1-b]thiophene (176). These may then be alkylated by picolyl chloride to yield 4,4-bis (4-pyridinylmethyl)indeno[1,2,-b]thiophene (174) and 8,8-bis(4-pyridinylmethyl)indeno[2,1-b ]thiophene (177). Also, the furan derivatives are available via this route (Z. Naturfursch., Teil B, 24 (1969).
Sources & evidence
- ORD record
- ord-f7b82d77fb834a34ab204d14f33aeead
- Source dataset
- uspto-grants-1995_07
- Patent number
- US05434264
Reaction notes
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