<span style="font-size:12.0pt;font-family: "Times New Roman";mso-fareast-font-family:"Times New Roman";mso-ansi-language: EN-IN;mso-fareast-language:EN-IN;mso-bidi-language:AR-SA" lang="EN-IN">Synthesis of <i style="mso-bidi-font-style:normal">anti</i>-[2.2](2.6)benzothiazolophane via 10π-10π: coupling protocol</span>

Abstract

959-961<span style="font-size:12.0pt;font-family: " times="" new="" roman";mso-fareast-font-family:"times="" roman";mso-ansi-language:="" en-in;mso-fareast-language:en-in;mso-bidi-language:ar-sa"="" lang="EN-IN">The known 6-methoxymethyl-2-methylbenzothiazole 6 has been converted into quaternary ammonium hydroxide <b style="mso-bidi-font-weight: normal">4 via demethoxy-bromination followed by quaternization with (CH3)3N and treatment with silver oxide. Pyrrolysis of <b style="mso-bidi-font-weight: normal">4, expected to generate both anti-1 and <i style="mso-bidi-font-style: normal">syn-[2.2](2.6) benzothiazolophane <b style="mso-bidi-font-weight: normal">2 via 10π-10π &nbsp;couplings of the quinodimethane intermediate 5, gives in practice only anti-benzothiazolophane 1. The structure has been established by comparison with an authentic sample of 1 recently synthesized by an unambigous route.</span