Abstract
AbstractIndoline‐2‐thiones 1a‐b,d,f,h, which have at least one hydrogen at the 3‐position reacted with α‐halo ester 2a‐d, α‐halo ketones 2e‐f, and a‐bromoacetonitrile 2g to give 2‐alkylthioindole derivatives 3–11. In a similar manner treatment of 3,3‐disubstituted indoline‐2‐thiones 1c,e with α‐halo esters 2a,c,d and α‐halo ketone 2e gave 2‐alkylthioindolenines 12–16. Treatment of 1,3,3‐ trisubstituted indoline‐2‐thiones 1g,i with ethyl bromo‐acetate 2a resulted in recovery of starting materials. Desulfurization of indolenine 14 with triphenylphosphine gave 2‐alkylideneindoline 19.
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