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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739844Generated: October 31, 2026

Boron, trihydro(thiobis(methane))-, (T-4)- → 9,10-dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepine

https://huagongshe.com/reaction/1739844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron, trihydro(thiobis(methane))-, (T-4)-HCID 9833925—
Reactant9-oxo-9,10-dihydro-4H-pyrrolo[1,2-a]-thieno[2,3-e][1,4]diazepineHCID 11041864—
Product9,10-dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepineHCID 21837159—

Reaction Steps

The synthesis of 9,10-dihydro-4H-furo[2,3-e]-pyrrolo[1,2-a][1,4]diazepin-9-one ##STR143## is reported by F. Povazunec, B. Decroix and J. Morel, J. Het. Chem. 29, 1507(1992) and is reduced to give the tricyclic heterocycle 9,10-dihydro-4H-furo[2,3-e]-pyrrolo[1,2-a][1,4]diazepine. ##STR144## The tricyclic 5,10-dihydro-4H-pyrazolo[5,1-c][1,4]-benzodiazepine ring system is reported by L. Cecchi and G. Filacchioni, J. Het. Chem., 20, 871(1983); ##STR145## The synthesis of 9-oxo-9,10-dihydro-4H-pyrrolo [1,2-a]-thieno[2,3-e][1,4]diazepine is reported by A. Daich and B. Decroix, Bull. Soc. Chim. Fr 129, 360(1992); ##STR146## and is reduced with boron-dimethylsulfide to give 9,10-dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepine. ##STR147## Also reported by A. Daich and B. Decroix is 5-oxo-4,5-dihydropyrrolo[1,2-a]thieno[3,2-e][1,4]diazepine ##STR148## which is also reduced to give 4,10-dihydro-5H-pyrrolo-[1,2-a]thieno[3,2-e][1,4]diazepine ##STR149## Reported by B. Decroix and J. Morel, J. Het. Chem., 28, 81(1991) are pyrrolo[1,2-a]thieno[3,2-e][1,4]diazepine; ##STR150## and pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepine. Reduction by hydrogen-Pd/c or chemical reduction with reagents such as sodium cyanoborohydride and acetic acid gives the dihydro tricyclic heterocycles ##STR151##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05968937
Source datasetuspto-grants-1999_10
ORD IDord-4abe870a172a4936ae04778fe7638d35
Source noteuspto-grants-1999_10