The reactlon of tetrahydro-B-carbolines with A-butyl hypochlorite followed by treatment of the intermediate chloroindolenine with various nucleophiles is a synthetic sequence that Is frequently encountered in the preparation of indoles and indole alkaloids.' Finch and Taylor first described the reaction of chloroyohimbine, obtained from yohlmbine and t-butyl hypochlorite, with methanolic potassium hydroxide,
![5-chloro-2-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]indole Structure](https://image.chemsrc.com/caspic/399/75397-74-9.png)
![3-p-anisyl-4,6-diphenyl-2-oxo-1,3-diazabicyclo[2,2,0]hex-5-ene Structure](https://image.chemsrc.com/caspic/437/75397-73-8.png)
![2-methoxy-1'-methylspiro[indole-3,3'-pyrrolidine] Structure](https://image.chemsrc.com/caspic/156/64157-99-9.png)
![1H-Pyrido[4,3-b]indole,2,3,4,5-tetrahydro-2-methyl- Structure](https://image.chemsrc.com/caspic/245/5094-12-2.png)